New Peptide-Conjugated Chlorin-Type Photosensitizer Targeting Neuropilin-1 for Anti-Vascular Targeted Photodynamic Therapy.
Identifieur interne : 000027 ( PubMed/Checkpoint ); précédent : 000026; suivant : 000028New Peptide-Conjugated Chlorin-Type Photosensitizer Targeting Neuropilin-1 for Anti-Vascular Targeted Photodynamic Therapy.
Auteurs : Ezatul Ezleen Kamarulzaman [France] ; Amirah Mohd Gazzali [France] ; Samir Acherar [France] ; Céline Frochot [France] ; Muriel Barberi-Heyob [France] ; Cédric Boura [France] ; Patrick Chaimbault [France] ; Estelle Sibille [France] ; Habibah A. Wahab [Malaisie] ; Régis Vanderesse [France]Source :
- International journal of molecular sciences [ 1422-0067 ] ; 2015.
Descripteurs français
- KwdFr :
- Animaux, Facteur de croissance endothéliale vasculaire de type A (métabolisme), Femelle, Liaison aux protéines, Modèles animaux de maladie humaine, Neuropiline 1 (métabolisme), Oxygène (), Peptides (), Peptides (métabolisme), Photosensibilisants (), Photosensibilisants (pharmacologie), Photosensibilisants (synthèse chimique), Photothérapie dynamique (), Polyéthylène glycols (), Porphyrines (), Porphyrines (pharmacocinétique), Porphyrines (pharmacologie), Souris, Souris nude, Tumeurs ().
- MESH :
- métabolisme : Facteur de croissance endothéliale vasculaire de type A, Neuropiline 1, Peptides.
- pharmacocinétique : Porphyrines.
- pharmacologie : Photosensibilisants, Porphyrines.
- synthèse chimique : Photosensibilisants.
- Animaux, Femelle, Liaison aux protéines, Modèles animaux de maladie humaine, Oxygène, Peptides, Photosensibilisants, Photothérapie dynamique, Polyéthylène glycols, Porphyrines, Souris, Souris nude, Tumeurs.
English descriptors
- KwdEn :
- Animals, Disease Models, Animal, Female, Mice, Mice, Nude, Neoplasms (therapy), Neuropilin-1 (metabolism), Oxygen (chemistry), Peptides (chemistry), Peptides (metabolism), Photochemotherapy (methods), Photosensitizing Agents (chemical synthesis), Photosensitizing Agents (chemistry), Photosensitizing Agents (pharmacology), Polyethylene Glycols (chemistry), Porphyrins (chemistry), Porphyrins (pharmacokinetics), Porphyrins (pharmacology), Protein Binding, Vascular Endothelial Growth Factor A (metabolism).
- MESH :
- chemical , chemical synthesis : Photosensitizing Agents.
- chemical , chemistry : Oxygen, Peptides, Photosensitizing Agents, Polyethylene Glycols, Porphyrins.
- chemical , metabolism : Neuropilin-1, Peptides, Vascular Endothelial Growth Factor A.
- methods : Photochemotherapy.
- chemical , pharmacokinetics : Porphyrins.
- chemical , pharmacology : Photosensitizing Agents, Porphyrins.
- therapy : Neoplasms.
- Animals, Disease Models, Animal, Female, Mice, Mice, Nude, Protein Binding.
Abstract
Photodynamic therapy (PDT) is a cancer treatment modality that requires three components, namely light, dioxygen and a photosensitizing agent. After light excitation, the photosensitizer (PS) in its excited state transfers its energy to oxygen, which leads to photooxidation reactions. In order to improve the selectivity of the treatment, research has focused on the design of PS covalently attached to a tumor-targeting moiety. In this paper, we describe the synthesis and the physico-chemical and photophysical properties of six new peptide-conjugated photosensitizers designed for targeting the neuropilin-1 (NRP-1) receptor. We chose a TPC (5-(4-carboxyphenyl)-10,15, 20-triphenyl chlorine as photosensitizer, coupled via three different spacers (aminohexanoic acid, 1-amino-3,6-dioxaoctanoic acid, and 1-amino-9-aza-3,6,12,15-tetraoxa-10-on-heptadecanoic acid) to two different peptides (DKPPR and TKPRR). The affinity towards the NRP-1 receptor of the conjugated chlorins was evaluated along with in vitro and in vivo stability levels. The tissue concentration of the TPC-conjugates in animal model shows good distribution, especially for the DKPPR conjugates. The novel peptide-PS conjugates proposed in this study were proven to have potential to be further developed as future NRP-1 targeting photodynamic therapy agent.
DOI: 10.3390/ijms161024059
PubMed: 26473840
Affiliations:
- France, Malaisie
- Bourgogne-Franche-Comté, Franche-Comté, Grand Est, Lorraine (région)
- Metz, Vandoeuvre
- Université de Lorraine
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uniqKey="Kamarulzaman E" first="Ezatul Ezleen" last="Kamarulzaman">Ezatul Ezleen Kamarulzaman</name><affiliation wicri:level="1"><nlm:affiliation>LCPM UMR 7375, CNRS, ENSIC, 1 rue Grandville, BP 20451-54001 Nancy Cedex, France. bibwahab@gmail.com.</nlm:affiliation><country xml:lang="fr">France</country><wicri:regionArea>LCPM UMR 7375, CNRS, ENSIC, 1 rue Grandville, BP 20451-54001 Nancy Cedex</wicri:regionArea><wicri:noRegion>20451-54001 Nancy Cedex</wicri:noRegion><wicri:noRegion>20451-54001 Nancy Cedex</wicri:noRegion></affiliation></author><author><name sortKey="Gazzali, Amirah Mohd" sort="Gazzali, Amirah Mohd" uniqKey="Gazzali A" first="Amirah Mohd" last="Gazzali">Amirah Mohd Gazzali</name><affiliation wicri:level="1"><nlm:affiliation>LCPM UMR 7375, CNRS, ENSIC, 1 rue Grandville, BP 20451-54001 Nancy Cedex, France. bibwahab@gmail.com.</nlm:affiliation><country xml:lang="fr">France</country><wicri:regionArea>LCPM UMR 7375, CNRS, ENSIC, 1 rue Grandville, BP 20451-54001 Nancy Cedex</wicri:regionArea><wicri:noRegion>20451-54001 Nancy Cedex</wicri:noRegion><wicri:noRegion>20451-54001 Nancy Cedex</wicri:noRegion></affiliation></author><author><name sortKey="Acherar, Samir" sort="Acherar, Samir" uniqKey="Acherar S" first="Samir" last="Acherar">Samir Acherar</name><affiliation wicri:level="1"><nlm:affiliation>LCPM UMR 7375, CNRS, ENSIC, 1 rue Grandville, BP 20451-54001 Nancy Cedex, France. samir.acherar@univ-lorraine.fr.</nlm:affiliation><country xml:lang="fr">France</country><wicri:regionArea>LCPM UMR 7375, CNRS, ENSIC, 1 rue Grandville, BP 20451-54001 Nancy Cedex</wicri:regionArea><wicri:noRegion>20451-54001 Nancy Cedex</wicri:noRegion><wicri:noRegion>20451-54001 Nancy Cedex</wicri:noRegion></affiliation></author><author><name sortKey="Frochot, Celine" sort="Frochot, Celine" uniqKey="Frochot C" first="Céline" last="Frochot">Céline Frochot</name><affiliation wicri:level="1"><nlm:affiliation>LRGP, UMR 7274, CNRS, ENSIC, 1 rue Grandville, BP 20451-54001 Nancy Cedex, France. celine.frochot@univ-lorraine.fr.</nlm:affiliation><country xml:lang="fr">France</country><wicri:regionArea>LRGP, UMR 7274, CNRS, ENSIC, 1 rue Grandville, BP 20451-54001 Nancy Cedex</wicri:regionArea><wicri:noRegion>20451-54001 Nancy Cedex</wicri:noRegion><wicri:noRegion>20451-54001 Nancy Cedex</wicri:noRegion></affiliation></author><author><name sortKey="Barberi Heyob, Muriel" sort="Barberi Heyob, Muriel" uniqKey="Barberi Heyob M" first="Muriel" last="Barberi-Heyob">Muriel Barberi-Heyob</name><affiliation wicri:level="4"><nlm:affiliation>CRAN, UMR 7039, Université de Lorraine, Campus Sciences, BP 70239-54506 Vandoeuvre Cedex, France.</nlm:affiliation><country xml:lang="fr">France</country><wicri:regionArea>CRAN, UMR 7039, Université de Lorraine, Campus Sciences, BP 70239-54506 Vandoeuvre Cedex</wicri:regionArea><placeName><region type="region" nuts="2">Bourgogne-Franche-Comté</region><region type="old region" nuts="2">Franche-Comté</region><settlement type="city">Vandoeuvre</settlement></placeName><orgName type="university">Université de Lorraine</orgName></affiliation></author><author><name sortKey="Boura, Cedric" sort="Boura, Cedric" uniqKey="Boura C" first="Cédric" last="Boura">Cédric Boura</name><affiliation wicri:level="4"><nlm:affiliation>CRAN, UMR 7039, Université de Lorraine, Campus Sciences, BP 70239-54506 Vandoeuvre Cedex, France. cedric.boura@univ-lorraine.fr.</nlm:affiliation><country xml:lang="fr">France</country><wicri:regionArea>CRAN, UMR 7039, Université de Lorraine, Campus Sciences, BP 70239-54506 Vandoeuvre Cedex</wicri:regionArea><placeName><region type="region" nuts="2">Bourgogne-Franche-Comté</region><region type="old region" nuts="2">Franche-Comté</region><settlement type="city">Vandoeuvre</settlement></placeName><orgName type="university">Université de Lorraine</orgName></affiliation></author><author><name sortKey="Chaimbault, Patrick" sort="Chaimbault, Patrick" uniqKey="Chaimbault P" first="Patrick" last="Chaimbault">Patrick Chaimbault</name><affiliation wicri:level="4"><nlm:affiliation>SRSMC, UMR 7565 ICPM, Université de Lorraine, 1 boulevard Arago, 57078 Metz Cedex 3, France. patrick.chaimbault@univ-lorraine.fr.</nlm:affiliation><country xml:lang="fr">France</country><wicri:regionArea>SRSMC, UMR 7565 ICPM, Université de Lorraine, 1 boulevard Arago, 57078 Metz Cedex 3</wicri:regionArea><placeName><region type="region" nuts="2">Grand Est</region><region type="old region" nuts="2">Lorraine (région)</region><settlement type="city">Metz</settlement></placeName><orgName type="university">Université de Lorraine</orgName></affiliation></author><author><name sortKey="Sibille, Estelle" sort="Sibille, Estelle" uniqKey="Sibille E" first="Estelle" last="Sibille">Estelle Sibille</name><affiliation wicri:level="3"><nlm:affiliation>LCP-A2MC, EA 4632, ICPM, 1 boulevard Arago, 57078 Metz Cedex 3, France.</nlm:affiliation><country xml:lang="fr">France</country><wicri:regionArea>LCP-A2MC, EA 4632, ICPM, 1 boulevard Arago, 57078 Metz Cedex 3</wicri:regionArea><placeName><region type="region" nuts="2">Grand Est</region><region type="old region" nuts="2">Lorraine (région)</region><settlement type="city">Metz</settlement></placeName></affiliation></author><author><name sortKey="Wahab, Habibah A" sort="Wahab, Habibah A" uniqKey="Wahab H" first="Habibah A" last="Wahab">Habibah A. Wahab</name><affiliation wicri:level="1"><nlm:affiliation>School of Pharmaceutical Sciences, Universiti Sains Malaysia, 11800 Penang, Malaysia. bibwahab@gmail.com.</nlm:affiliation><country xml:lang="fr">Malaisie</country><wicri:regionArea>School of Pharmaceutical Sciences, Universiti Sains Malaysia, 11800 Penang</wicri:regionArea><wicri:noRegion>11800 Penang</wicri:noRegion></affiliation></author><author><name sortKey="Vanderesse, Regis" sort="Vanderesse, Regis" uniqKey="Vanderesse R" first="Régis" last="Vanderesse">Régis Vanderesse</name><affiliation wicri:level="1"><nlm:affiliation>LCPM UMR 7375, CNRS, ENSIC, 1 rue Grandville, BP 20451-54001 Nancy Cedex, France. regis.vanderesse@univ-lorraine.fr.</nlm:affiliation><country xml:lang="fr">France</country><wicri:regionArea>LCPM UMR 7375, CNRS, ENSIC, 1 rue Grandville, BP 20451-54001 Nancy Cedex</wicri:regionArea><wicri:noRegion>20451-54001 Nancy Cedex</wicri:noRegion><wicri:noRegion>20451-54001 Nancy Cedex</wicri:noRegion></affiliation></author></analytic><series><title level="j">International journal of molecular sciences</title><idno type="eISSN">1422-0067</idno><imprint><date when="2015" type="published">2015</date></imprint></series></biblStruct></sourceDesc></fileDesc><profileDesc><textClass><keywords scheme="KwdEn" xml:lang="en"><term>Animals</term><term>Disease Models, Animal</term><term>Female</term><term>Mice</term><term>Mice, Nude</term><term>Neoplasms (therapy)</term><term>Neuropilin-1 (metabolism)</term><term>Oxygen (chemistry)</term><term>Peptides (chemistry)</term><term>Peptides (metabolism)</term><term>Photochemotherapy (methods)</term><term>Photosensitizing Agents (chemical synthesis)</term><term>Photosensitizing Agents (chemistry)</term><term>Photosensitizing Agents (pharmacology)</term><term>Polyethylene Glycols (chemistry)</term><term>Porphyrins (chemistry)</term><term>Porphyrins (pharmacokinetics)</term><term>Porphyrins (pharmacology)</term><term>Protein Binding</term><term>Vascular Endothelial Growth Factor A (metabolism)</term></keywords><keywords scheme="KwdFr" xml:lang="fr"><term>Animaux</term><term>Facteur de croissance endothéliale vasculaire de type A (métabolisme)</term><term>Femelle</term><term>Liaison aux protéines</term><term>Modèles animaux de maladie humaine</term><term>Neuropiline 1 (métabolisme)</term><term>Oxygène ()</term><term>Peptides ()</term><term>Peptides (métabolisme)</term><term>Photosensibilisants ()</term><term>Photosensibilisants (pharmacologie)</term><term>Photosensibilisants (synthèse chimique)</term><term>Photothérapie dynamique ()</term><term>Polyéthylène glycols ()</term><term>Porphyrines ()</term><term>Porphyrines (pharmacocinétique)</term><term>Porphyrines (pharmacologie)</term><term>Souris</term><term>Souris nude</term><term>Tumeurs ()</term></keywords><keywords scheme="MESH" type="chemical" qualifier="chemical synthesis" xml:lang="en"><term>Photosensitizing Agents</term></keywords><keywords scheme="MESH" type="chemical" qualifier="chemistry" xml:lang="en"><term>Oxygen</term><term>Peptides</term><term>Photosensitizing Agents</term><term>Polyethylene Glycols</term><term>Porphyrins</term></keywords><keywords scheme="MESH" type="chemical" qualifier="metabolism" xml:lang="en"><term>Neuropilin-1</term><term>Peptides</term><term>Vascular Endothelial Growth Factor A</term></keywords><keywords scheme="MESH" qualifier="methods" xml:lang="en"><term>Photochemotherapy</term></keywords><keywords scheme="MESH" qualifier="métabolisme" xml:lang="fr"><term>Facteur de croissance endothéliale vasculaire de type A</term><term>Neuropiline 1</term><term>Peptides</term></keywords><keywords scheme="MESH" qualifier="pharmacocinétique" xml:lang="fr"><term>Porphyrines</term></keywords><keywords scheme="MESH" type="chemical" qualifier="pharmacokinetics" xml:lang="en"><term>Porphyrins</term></keywords><keywords scheme="MESH" qualifier="pharmacologie" xml:lang="fr"><term>Photosensibilisants</term><term>Porphyrines</term></keywords><keywords scheme="MESH" type="chemical" qualifier="pharmacology" xml:lang="en"><term>Photosensitizing Agents</term><term>Porphyrins</term></keywords><keywords scheme="MESH" qualifier="synthèse chimique" xml:lang="fr"><term>Photosensibilisants</term></keywords><keywords scheme="MESH" qualifier="therapy" xml:lang="en"><term>Neoplasms</term></keywords><keywords scheme="MESH" xml:lang="en"><term>Animals</term><term>Disease Models, Animal</term><term>Female</term><term>Mice</term><term>Mice, Nude</term><term>Protein Binding</term></keywords><keywords scheme="MESH" xml:lang="fr"><term>Animaux</term><term>Femelle</term><term>Liaison aux protéines</term><term>Modèles animaux de maladie humaine</term><term>Oxygène</term><term>Peptides</term><term>Photosensibilisants</term><term>Photothérapie dynamique</term><term>Polyéthylène glycols</term><term>Porphyrines</term><term>Souris</term><term>Souris nude</term><term>Tumeurs</term></keywords></textClass></profileDesc></teiHeader><front><div type="abstract" xml:lang="en">Photodynamic therapy (PDT) is a cancer treatment modality that requires three components, namely light, dioxygen and a photosensitizing agent. After light excitation, the photosensitizer (PS) in its excited state transfers its energy to oxygen, which leads to photooxidation reactions. In order to improve the selectivity of the treatment, research has focused on the design of PS covalently attached to a tumor-targeting moiety. In this paper, we describe the synthesis and the physico-chemical and photophysical properties of six new peptide-conjugated photosensitizers designed for targeting the neuropilin-1 (NRP-1) receptor. We chose a TPC (5-(4-carboxyphenyl)-10,15, 20-triphenyl chlorine as photosensitizer, coupled via three different spacers (aminohexanoic acid, 1-amino-3,6-dioxaoctanoic acid, and 1-amino-9-aza-3,6,12,15-tetraoxa-10-on-heptadecanoic acid) to two different peptides (DKPPR and TKPRR). The affinity towards the NRP-1 receptor of the conjugated chlorins was evaluated along with in vitro and in vivo stability levels. The tissue concentration of the TPC-conjugates in animal model shows good distribution, especially for the DKPPR conjugates. The novel peptide-PS conjugates proposed in this study were proven to have potential to be further developed as future NRP-1 targeting photodynamic therapy agent.</div></front></TEI><pubmed><MedlineCitation Owner="NLM" Status="MEDLINE"><PMID Version="1">26473840</PMID><DateCreated><Year>2015</Year><Month>10</Month><Day>17</Day></DateCreated><DateCompleted><Year>2016</Year><Month>07</Month><Day>12</Day></DateCompleted><DateRevised><Year>2015</Year><Month>11</Month><Day>24</Day></DateRevised><Article PubModel="Electronic"><Journal><ISSN IssnType="Electronic">1422-0067</ISSN><JournalIssue CitedMedium="Internet"><Volume>16</Volume><Issue>10</Issue><PubDate><Year>2015</Year></PubDate></JournalIssue><Title>International journal of molecular sciences</Title><ISOAbbreviation>Int J Mol Sci</ISOAbbreviation></Journal><ArticleTitle>New Peptide-Conjugated Chlorin-Type Photosensitizer Targeting Neuropilin-1 for Anti-Vascular Targeted Photodynamic Therapy.</ArticleTitle><Pagination><MedlinePgn>24059-80</MedlinePgn></Pagination><ELocationID EIdType="doi" ValidYN="Y">10.3390/ijms161024059</ELocationID><Abstract><AbstractText>Photodynamic therapy (PDT) is a cancer treatment modality that requires three components, namely light, dioxygen and a photosensitizing agent. After light excitation, the photosensitizer (PS) in its excited state transfers its energy to oxygen, which leads to photooxidation reactions. In order to improve the selectivity of the treatment, research has focused on the design of PS covalently attached to a tumor-targeting moiety. In this paper, we describe the synthesis and the physico-chemical and photophysical properties of six new peptide-conjugated photosensitizers designed for targeting the neuropilin-1 (NRP-1) receptor. We chose a TPC (5-(4-carboxyphenyl)-10,15, 20-triphenyl chlorine as photosensitizer, coupled via three different spacers (aminohexanoic acid, 1-amino-3,6-dioxaoctanoic acid, and 1-amino-9-aza-3,6,12,15-tetraoxa-10-on-heptadecanoic acid) to two different peptides (DKPPR and TKPRR). The affinity towards the NRP-1 receptor of the conjugated chlorins was evaluated along with in vitro and in vivo stability levels. The tissue concentration of the TPC-conjugates in animal model shows good distribution, especially for the DKPPR conjugates. The novel peptide-PS conjugates proposed in this study were proven to have potential to be further developed as future NRP-1 targeting photodynamic therapy agent.</AbstractText></Abstract><AuthorList CompleteYN="Y"><Author ValidYN="Y"><LastName>Kamarulzaman</LastName><ForeName>Ezatul Ezleen</ForeName><Initials>EE</Initials><AffiliationInfo><Affiliation>LCPM UMR 7375, CNRS, ENSIC, 1 rue Grandville, BP 20451-54001 Nancy Cedex, France. bibwahab@gmail.com.</Affiliation></AffiliationInfo><AffiliationInfo><Affiliation>LCPM, UMR 7375, Université de Lorraine, ENSIC, 1 rue Grandville, BP 20451-54001 Nancy Cedex, France. bibwahab@gmail.com.</Affiliation></AffiliationInfo><AffiliationInfo><Affiliation>School of Pharmaceutical Sciences, Universiti Sains Malaysia, 11800 Penang, Malaysia. bibwahab@gmail.com.</Affiliation></AffiliationInfo></Author><Author ValidYN="Y"><LastName>Gazzali</LastName><ForeName>Amirah Mohd</ForeName><Initials>AM</Initials><AffiliationInfo><Affiliation>LCPM UMR 7375, CNRS, ENSIC, 1 rue Grandville, BP 20451-54001 Nancy Cedex, France. bibwahab@gmail.com.</Affiliation></AffiliationInfo><AffiliationInfo><Affiliation>LCPM, UMR 7375, Université de Lorraine, ENSIC, 1 rue Grandville, BP 20451-54001 Nancy Cedex, France. bibwahab@gmail.com.</Affiliation></AffiliationInfo><AffiliationInfo><Affiliation>School of Pharmaceutical Sciences, Universiti Sains Malaysia, 11800 Penang, Malaysia. bibwahab@gmail.com.</Affiliation></AffiliationInfo></Author><Author ValidYN="Y"><LastName>Acherar</LastName><ForeName>Samir</ForeName><Initials>S</Initials><AffiliationInfo><Affiliation>LCPM UMR 7375, CNRS, ENSIC, 1 rue Grandville, BP 20451-54001 Nancy Cedex, France. samir.acherar@univ-lorraine.fr.</Affiliation></AffiliationInfo><AffiliationInfo><Affiliation>LCPM, UMR 7375, Université de Lorraine, ENSIC, 1 rue Grandville, BP 20451-54001 Nancy Cedex, France. samir.acherar@univ-lorraine.fr.</Affiliation></AffiliationInfo></Author><Author ValidYN="Y"><LastName>Frochot</LastName><ForeName>Céline</ForeName><Initials>C</Initials><AffiliationInfo><Affiliation>LRGP, UMR 7274, CNRS, ENSIC, 1 rue Grandville, BP 20451-54001 Nancy Cedex, France. celine.frochot@univ-lorraine.fr.</Affiliation></AffiliationInfo><AffiliationInfo><Affiliation>LRGP, UMR 7274, Université de Lorraine, ENSIC, 1 rue Grandville, BP 20451-54001 Nancy Cedex, France. celine.frochot@univ-lorraine.fr.</Affiliation></AffiliationInfo></Author><Author ValidYN="Y"><LastName>Barberi-Heyob</LastName><ForeName>Muriel</ForeName><Initials>M</Initials><AffiliationInfo><Affiliation>CRAN, UMR 7039, Université de Lorraine, Campus Sciences, BP 70239-54506 Vandoeuvre Cedex, France.</Affiliation></AffiliationInfo><AffiliationInfo><Affiliation>CRAN, UMR 7039, CNRS, Campus Sciences, BP 70239-54506 Vandoeuvre Cedex, France.</Affiliation></AffiliationInfo></Author><Author ValidYN="Y"><LastName>Boura</LastName><ForeName>Cédric</ForeName><Initials>C</Initials><AffiliationInfo><Affiliation>CRAN, UMR 7039, Université de Lorraine, Campus Sciences, BP 70239-54506 Vandoeuvre Cedex, France. cedric.boura@univ-lorraine.fr.</Affiliation></AffiliationInfo><AffiliationInfo><Affiliation>CRAN, UMR 7039, CNRS, Campus Sciences, BP 70239-54506 Vandoeuvre Cedex, France. cedric.boura@univ-lorraine.fr.</Affiliation></AffiliationInfo></Author><Author ValidYN="Y"><LastName>Chaimbault</LastName><ForeName>Patrick</ForeName><Initials>P</Initials><AffiliationInfo><Affiliation>SRSMC, UMR 7565 ICPM, Université de Lorraine, 1 boulevard Arago, 57078 Metz Cedex 3, France. patrick.chaimbault@univ-lorraine.fr.</Affiliation></AffiliationInfo><AffiliationInfo><Affiliation>SRSMC, UMR 7565 ICPM, CNRS, 1 boulevard Arago, 57078 Metz Cedex 3, France. patrick.chaimbault@univ-lorraine.fr.</Affiliation></AffiliationInfo></Author><Author ValidYN="Y"><LastName>Sibille</LastName><ForeName>Estelle</ForeName><Initials>E</Initials><AffiliationInfo><Affiliation>LCP-A2MC, EA 4632, ICPM, 1 boulevard Arago, 57078 Metz Cedex 3, France.</Affiliation></AffiliationInfo></Author><Author ValidYN="Y"><LastName>Wahab</LastName><ForeName>Habibah A</ForeName><Initials>HA</Initials><AffiliationInfo><Affiliation>School of Pharmaceutical Sciences, Universiti Sains Malaysia, 11800 Penang, Malaysia. bibwahab@gmail.com.</Affiliation></AffiliationInfo></Author><Author ValidYN="Y"><LastName>Vanderesse</LastName><ForeName>Régis</ForeName><Initials>R</Initials><AffiliationInfo><Affiliation>LCPM UMR 7375, CNRS, ENSIC, 1 rue Grandville, BP 20451-54001 Nancy Cedex, France. regis.vanderesse@univ-lorraine.fr.</Affiliation></AffiliationInfo><AffiliationInfo><Affiliation>LCPM, UMR 7375, Université de Lorraine, ENSIC, 1 rue Grandville, BP 20451-54001 Nancy Cedex, France. regis.vanderesse@univ-lorraine.fr.</Affiliation></AffiliationInfo></Author></AuthorList><Language>eng</Language><PublicationTypeList><PublicationType UI="D016428">Journal Article</PublicationType><PublicationType UI="D013485">Research Support, Non-U.S. Gov't</PublicationType></PublicationTypeList><ArticleDate DateType="Electronic"><Year>2015</Year><Month>10</Month><Day>12</Day></ArticleDate></Article><MedlineJournalInfo><Country>Switzerland</Country><MedlineTA>Int J Mol Sci</MedlineTA><NlmUniqueID>101092791</NlmUniqueID><ISSNLinking>1422-0067</ISSNLinking></MedlineJournalInfo><ChemicalList><Chemical><RegistryNumber>0</RegistryNumber><NameOfSubstance UI="C513508">5-(4-carboxyphenyl)-10,15,20-triphenylchlorin</NameOfSubstance></Chemical><Chemical><RegistryNumber>0</RegistryNumber><NameOfSubstance UI="D010455">Peptides</NameOfSubstance></Chemical><Chemical><RegistryNumber>0</RegistryNumber><NameOfSubstance UI="D017319">Photosensitizing Agents</NameOfSubstance></Chemical><Chemical><RegistryNumber>0</RegistryNumber><NameOfSubstance UI="D011166">Porphyrins</NameOfSubstance></Chemical><Chemical><RegistryNumber>0</RegistryNumber><NameOfSubstance UI="D042461">Vascular Endothelial Growth Factor A</NameOfSubstance></Chemical><Chemical><RegistryNumber>0</RegistryNumber><NameOfSubstance UI="C467480">vascular endothelial growth factor A, mouse</NameOfSubstance></Chemical><Chemical><RegistryNumber>144713-63-3</RegistryNumber><NameOfSubstance UI="D039942">Neuropilin-1</NameOfSubstance></Chemical><Chemical><RegistryNumber>30IQX730WE</RegistryNumber><NameOfSubstance UI="D011092">Polyethylene Glycols</NameOfSubstance></Chemical><Chemical><RegistryNumber>S88TT14065</RegistryNumber><NameOfSubstance UI="D010100">Oxygen</NameOfSubstance></Chemical></ChemicalList><CitationSubset>IM</CitationSubset><CommentsCorrectionsList><CommentsCorrections RefType="Cites"><RefSource>J Natl Cancer Inst. 1998 Jun 17;90(12):889-905</RefSource><PMID 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UI="D005260">Female</DescriptorName></MeshHeading><MeshHeading><DescriptorName MajorTopicYN="N" UI="D051379">Mice</DescriptorName></MeshHeading><MeshHeading><DescriptorName MajorTopicYN="N" UI="D008819">Mice, Nude</DescriptorName></MeshHeading><MeshHeading><DescriptorName MajorTopicYN="N" UI="D009369">Neoplasms</DescriptorName><QualifierName MajorTopicYN="Y" UI="Q000628">therapy</QualifierName></MeshHeading><MeshHeading><DescriptorName MajorTopicYN="N" UI="D039942">Neuropilin-1</DescriptorName><QualifierName MajorTopicYN="Y" UI="Q000378">metabolism</QualifierName></MeshHeading><MeshHeading><DescriptorName MajorTopicYN="N" UI="D010100">Oxygen</DescriptorName><QualifierName MajorTopicYN="N" UI="Q000737">chemistry</QualifierName></MeshHeading><MeshHeading><DescriptorName MajorTopicYN="N" UI="D010455">Peptides</DescriptorName><QualifierName MajorTopicYN="N" UI="Q000737">chemistry</QualifierName><QualifierName MajorTopicYN="N" UI="Q000378">metabolism</QualifierName></MeshHeading><MeshHeading><DescriptorName MajorTopicYN="N" UI="D010778">Photochemotherapy</DescriptorName><QualifierName MajorTopicYN="Y" UI="Q000379">methods</QualifierName></MeshHeading><MeshHeading><DescriptorName MajorTopicYN="N" UI="D017319">Photosensitizing Agents</DescriptorName><QualifierName MajorTopicYN="N" UI="Q000138">chemical synthesis</QualifierName><QualifierName MajorTopicYN="N" UI="Q000737">chemistry</QualifierName><QualifierName MajorTopicYN="Y" UI="Q000494">pharmacology</QualifierName></MeshHeading><MeshHeading><DescriptorName MajorTopicYN="N" UI="D011092">Polyethylene Glycols</DescriptorName><QualifierName MajorTopicYN="N" UI="Q000737">chemistry</QualifierName></MeshHeading><MeshHeading><DescriptorName MajorTopicYN="N" UI="D011166">Porphyrins</DescriptorName><QualifierName MajorTopicYN="N" UI="Q000737">chemistry</QualifierName><QualifierName MajorTopicYN="N" UI="Q000493">pharmacokinetics</QualifierName><QualifierName MajorTopicYN="Y" UI="Q000494">pharmacology</QualifierName></MeshHeading><MeshHeading><DescriptorName MajorTopicYN="N" UI="D011485">Protein Binding</DescriptorName></MeshHeading><MeshHeading><DescriptorName MajorTopicYN="N" UI="D042461">Vascular Endothelial Growth Factor A</DescriptorName><QualifierName MajorTopicYN="Y" UI="Q000378">metabolism</QualifierName></MeshHeading></MeshHeadingList><OtherID Source="NLM">PMC4632738</OtherID><KeywordList Owner="NOTNLM"><Keyword MajorTopicYN="N">in vivo stability</Keyword><Keyword MajorTopicYN="N">neuropilin-1</Keyword><Keyword MajorTopicYN="N">peptide targeted photosensitizer</Keyword><Keyword MajorTopicYN="N">photodynamic therapy</Keyword></KeywordList></MedlineCitation><PubmedData><History><PubMedPubDate PubStatus="received"><Year>2015</Year><Month>7</Month><Day>23</Day></PubMedPubDate><PubMedPubDate PubStatus="revised"><Year>2015</Year><Month>9</Month><Day>10</Day></PubMedPubDate><PubMedPubDate PubStatus="accepted"><Year>2015</Year><Month>9</Month><Day>23</Day></PubMedPubDate><PubMedPubDate PubStatus="entrez"><Year>2015</Year><Month>10</Month><Day>17</Day><Hour>6</Hour><Minute>0</Minute></PubMedPubDate><PubMedPubDate PubStatus="pubmed"><Year>2015</Year><Month>10</Month><Day>17</Day><Hour>6</Hour><Minute>0</Minute></PubMedPubDate><PubMedPubDate PubStatus="medline"><Year>2016</Year><Month>7</Month><Day>13</Day><Hour>6</Hour><Minute>0</Minute></PubMedPubDate></History><PublicationStatus>epublish</PublicationStatus><ArticleIdList><ArticleId IdType="pii">ijms161024059</ArticleId><ArticleId IdType="doi">10.3390/ijms161024059</ArticleId><ArticleId IdType="pubmed">26473840</ArticleId><ArticleId IdType="pmc">PMC4632738</ArticleId></ArticleIdList></PubmedData></pubmed><affiliations><list><country><li>France</li><li>Malaisie</li></country><region><li>Bourgogne-Franche-Comté</li><li>Franche-Comté</li><li>Grand Est</li><li>Lorraine (région)</li></region><settlement><li>Metz</li><li>Vandoeuvre</li></settlement><orgName><li>Université de Lorraine</li></orgName></list><tree><country name="France"><noRegion><name sortKey="Kamarulzaman, Ezatul Ezleen" sort="Kamarulzaman, Ezatul Ezleen" uniqKey="Kamarulzaman E" first="Ezatul Ezleen" last="Kamarulzaman">Ezatul Ezleen Kamarulzaman</name></noRegion><name sortKey="Acherar, Samir" sort="Acherar, Samir" uniqKey="Acherar S" first="Samir" last="Acherar">Samir Acherar</name><name sortKey="Barberi Heyob, Muriel" sort="Barberi Heyob, Muriel" uniqKey="Barberi Heyob M" first="Muriel" last="Barberi-Heyob">Muriel Barberi-Heyob</name><name sortKey="Boura, Cedric" sort="Boura, Cedric" uniqKey="Boura C" first="Cédric" last="Boura">Cédric Boura</name><name sortKey="Chaimbault, Patrick" sort="Chaimbault, Patrick" uniqKey="Chaimbault P" first="Patrick" last="Chaimbault">Patrick Chaimbault</name><name sortKey="Frochot, Celine" sort="Frochot, Celine" uniqKey="Frochot C" first="Céline" last="Frochot">Céline Frochot</name><name sortKey="Gazzali, Amirah Mohd" sort="Gazzali, Amirah Mohd" uniqKey="Gazzali A" first="Amirah Mohd" last="Gazzali">Amirah Mohd Gazzali</name><name sortKey="Sibille, Estelle" sort="Sibille, Estelle" uniqKey="Sibille E" first="Estelle" last="Sibille">Estelle Sibille</name><name sortKey="Vanderesse, Regis" sort="Vanderesse, Regis" uniqKey="Vanderesse R" first="Régis" last="Vanderesse">Régis Vanderesse</name></country><country name="Malaisie"><noRegion><name sortKey="Wahab, Habibah A" sort="Wahab, Habibah A" uniqKey="Wahab H" first="Habibah A" last="Wahab">Habibah A. 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