TP508   Click here for help

GtoPdb Ligand ID: 9284

Synonyms: Chrysalin
Comment: TP508 is a synthetic 23 amino acid peptide corresponding to amino acids 183 to 205 of the endogenous wound healing molecule human thrombin [8]. TP508 has been investigated as an activator of soft and hard tissue repair [1,4-5,7,9], and for its potential to mitigate tissue damage caused by radiation exposure [3,6]. TP508 may also provide an alternative to stem cell therapy in regenerative medicine.
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2D Structure
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Isomeric SMILES CC(C)[C@H](NC(=O)[C@H](Cc1ccccc1)NC(=O)[C@@H]1CCCN1C(=O)CNC(=O)CNC(=O)[C@H](CO)NC(=O)[C@H](CC(=O)O)NC(=O)CNC(=O)[C@H](CCC(=O)O)NC(=O)[C@H](CS)NC(=O)[C@H](C)NC(=O)[C@H](CC(=O)O)NC(=O)CNC(=O)[C@H](CCCN=C(N)N)NC(=O)[C@H](CCCCN)NC(=O)CNC(=O)[C@H](CCC(=O)O)NC(=O)[C@H](CC(=O)O)NC(=O)[C@@H]1CCCN1C(=O)[C@H](CCCCN)NC(=O)[C@H](Cc1ccc(O)cc1)NC(=O)CNC(=O)[C@H](C)N)C(=O)O
InChI InChI=1S/C97H146N28O36S/c1-48(2)79(96(160)161)123-91(155)60(35-51-15-6-5-7-16-51)119-93(157)66-20-13-33-124(66)73(133)45-104-68(128)40-106-85(149)64(46-126)121-89(153)62(38-77(140)141)114-72(132)44-109-84(148)57(27-29-75(136)137)117-92(156)65(47-162)122-81(145)50(4)110-87(151)61(37-76(138)139)113-71(131)43-107-82(146)54(19-12-32-103-97(101)102)115-86(150)55(17-8-10-30-98)111-69(129)42-108-83(147)56(26-28-74(134)135)116-90(154)63(39-78(142)143)120-94(158)67-21-14-34-125(67)95(159)58(18-9-11-31-99)118-88(152)59(36-52-22-24-53(127)25-23-52)112-70(130)41-105-80(144)49(3)100/h5-7,15-16,22-25,48-50,54-67,79,126-127,162H,8-14,17-21,26-47,98-100H2,1-4H3,(H,104,128)(H,105,144)(H,106,149)(H,107,146)(H,108,147)(H,109,148)(H,110,151)(H,111,129)(H,112,130)(H,113,131)(H,114,132)(H,115,150)(H,116,154)(H,117,156)(H,118,152)(H,119,157)(H,120,158)(H,121,153)(H,122,145)(H,123,155)(H,134,135)(H,136,137)(H,138,139)(H,140,141)(H,142,143)(H,160,161)(H4,101,102,103)/t49-,50-,54-,55-,56-,57-,58-,59-,60-,61-,62-,63-,64-,65-,66-,67-,79-/m0/s1
1. Derkach DN, Wadekar SA, Perkins KB, Rousseau E, Dreiza CM, Cheung-Flynn J, Ramos HC, Ugarova TP, Sheller MR. (2010)
RGD-dependent binding of TP508 to integrin alphavbeta3 mediates cell adhesion and induction of nitric oxide.
Thromb Haemost, 104 (1): 172-82. [PMID:20508901]
2. Fife C, Mader JT, Stone J, Brill L, Satterfield K, Norfleet A, Zwernemann A, Ryaby JT, Carney DH. (2007)
Thrombin peptide Chrysalin stimulates healing of diabetic foot ulcers in a placebo-controlled phase I/II study.
Wound Repair Regen, 15 (1): 23-34. [PMID:17244316]
3. Kantara C, Moya SM, Houchen CW, Umar S, Ullrich RL, Singh P, Carney DH. (2015)
Novel regenerative peptide TP508 mitigates radiation-induced gastrointestinal damage by activating stem cells and preserving crypt integrity.
Lab Invest, 95 (11): 1222-33. [PMID:26280221]
4. Li X, Wang H, Touma E, Qi Y, Rousseau E, Quigg RJ, Ryaby JT. (2007)
TP508 accelerates fracture repair by promoting cell growth over cell death.
Biochem Biophys Res Commun, 364 (1): 187-93. [PMID:17942078]
5. Olszewska-Pazdrak B, Carney DH. (2013)
Systemic administration of thrombin peptide TP508 enhances VEGF-stimulated angiogenesis and attenuates effects of chronic hypoxia.
J Vasc Res, 50 (3): 186-96. [PMID:23594718]
6. Olszewska-Pazdrak B, McVicar SD, Rayavara K, Moya SM, Kantara C, Gammarano C, Olszewska P, Fuller GM, Sower LE, Carney DH. (2016)
Nuclear Countermeasure Activity of TP508 Linked to Restoration of Endothelial Function and Acceleration of DNA Repair.
Radiat Res, 186 (2): 162-174. [PMID:27388041]
7. Ryaby JT, Sheller MR, Levine BP, Bramlet DG, Ladd AL, Carney DH. (2006)
Thrombin peptide TP508 stimulates cellular events leading to angiogenesis, revascularization, and repair of dermal and musculoskeletal tissues.
J Bone Joint Surg Am, 88 Suppl 3: 132-9. [PMID:17079379]
8. Tsopanoglou NE, Papaconstantinou ME, Flordellis CS, Maragoudakis ME. (2004)
On the mode of action of thrombin-induced angiogenesis: thrombin peptide, TP508, mediates effects in endothelial cells via alphavbeta3 integrin.
Thromb Haemost, 92 (4): 846-57. [PMID:15467917]
9. Vartanian KB, Chen HY, Kennedy J, Beck SK, Ryaby JT, Wang H, Hoying JB. (2006)
The non-proteolytically active thrombin peptide TP508 stimulates angiogenic sprouting.
J Cell Physiol, 206 (1): 175-80. [PMID:16021627]
10. Wang H, Li X, Tomin E, Doty SB, Lane JM, Carney DH, Ryaby JT. (2005)
Thrombin peptide (TP508) promotes fracture repair by up-regulating inflammatory mediators, early growth factors, and increasing angiogenesis.
J Orthop Res, 23 (3): 671-9. [PMID:15885490]