A CXCR4 antagonist and CXCR7 agonist
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TC 14012 (hydrochloride)

Item No. 38140

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
cyclic (4→13)-disulfide L-arginyl-L-arginyl-3-(2-naphthalenyl)-L-alanyl-L-cysteinyl-L-tyrosyl-N5-(aminocarbonyl)-L-ornithyl-L-lysyl-N5-(aminocarbonyl)-D-ornithyl-L-prolyl-L-tyrosyl-L-arginyl-N5-(aminocarbonyl)-L-ornithyl-L-cysteinyl-L-argininamide, hydrochloride
Synonyms
  • H-Arg-Arg-Nal-Cys-Tyr-Cit-Lys-D-Cit-Pro-Tyr-Arg-Cit-Cys-Arg-NH2
Molecular Formula
C90H140N34O19S2 • XHCl
Formula Weight
2066.4
Purity
≥95%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMSO: 10 mg/mlPBS (pH 7.2): 10 mg/ml
λmax
227 nm
SMILES
O=C(N[C@H](C(N[C@@](C(N[C@H](C(N[C@](CSSC[C@H](NC([C@@H](NC([C@H](CCCNC(N)=N)NC([C@@H](N)CCCNC(N)=N)=O)=O)CC1=CC(C=CC=C2)=C2C=C1)=O)C3=O)([H])C(N[C@H](C(N)=O)CCCNC(N)=N)=O)=O)CCCNC(N)=O)=O)([H])CCCNC(N)=N)=O)CC4=CC=C(O)C=C4)[C@@](CCC5)([H])N5C([C@@](NC([C@@H](NC([C@](NC([C@@H](N3)CC6=CC=C(O)C=C6)=O)([H])CCCNC(N)=O)=O)CCCCN)=O)([H])CCCNC(N)=O)=O.Cl
InChi Code
InChI=1S/C90H140N34O19S2.ClH/c91-34-4-3-16-58-74(131)118-63(22-11-41-111-90(104)143)83(140)124-42-12-23-69(124)82(139)121-65(45-50-27-32-55(126)33-28-50)78(135)117-60(19-8-38-108-87(100)101)73(130)115-62(21-10-40-110-89(103)142)76(133)122-67(80(137)112-57(70(93)127)17-6-36-106-85(96)97)47-144-145-48-68(81(138)120-64(44-49-25-30-54(125)31-26-49)77(134)116-61(72(129)114-58)20-9-39-109-88(102)141)123-79(136)66(46-51-24-29-52-13-1-2-14-53(52)43-51)119-75(132)59(18-7-37-107-86(98)99)113-71(128)56(92)15-5-35-105-84(94)95;/h1-2,13-14,24-33,43,56-69,125-126H,3-12,15-23,34-42,44-48,91-92H2,(H2,93,127)(H,112,137)(H,113,128)(H,114,129)(H,115,130)(H,116,134)(H,117,135)(H,118,131)(H,119,132)(H,120,138)(H,121,139)(H,122,133)(H,123,136)(H4,94,95,105)(H4,96,97,106)(H4,98,99,107)(H4,100,101,108)(H3,102,109,141)(H3,103,110,142)(H3,104,111,143);1H/t56-,57-,58-,59-,60-,61-,62-,63+,64-,65-,66-,67-,68-,69-;/m0./s1
InChi Key
FILJDMXNCMSIKH-IXLOEVBISA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    TC 14012 is a peptidomimetic antagonist of chemokine (C-X-C motif) receptor 4 (CXCR4; IC50 = 2.9 nM) and CXCR7 agonist.1,2 It induces β-arrestin recruitment in HEK293T cells expressing CXCR7 (EC50 = 350 nM).1 TC 14012 reduces the cytopathic effect of HIV in infected MT-4 cells (EC50 = 0.4 nM) and inhibits HIV entry in vitro in a CXCR4-dependent manner (IC50 = 19.3 nM).3 It inhibits migration induced by chemokine (C-X-C motif) ligand 12 (CXCL12) in MDA-MB-231 breast cancer cells and human umbilical vein endothelial cells (HUVECs) when used at concentrations ranging from 10 to 1,000 nM.2 TC 14012 (10 mg/kg) decreases infarct size in a mouse model of acute myocardial infarction induced by left anterior descending (LAD) coronary artery ligation.4

    WARNING This product is not for human or veterinary use.