A peptide TRPV1 antagonist
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TRPV1-Tat (trifluoroacetate salt)

Item No. 36955

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(S)-N1-((6S,9S,12S,15S,18S,24S,27S,30S,33S,36R,39S,42S,45S,49S,53S,56S)-39-((1H-indol-3-yl)methyl)-1,60-diamino-12,15-bis(4-aminobutyl)-33-benzyl-56-formyl-9,18,30,42-tetrakis(3-guanidinopropyl)-49,53-bis(hydroxyamino)-24,45-bis(4-hydroxybenzyl)-1-imino-27-isopropyl-36-(mercaptomethyl)-7,10,13,16,19,22,25,28,31,34,37,40,43,46,47,50,51,54-octadecaoxo-2,8,11,14,17,20,23,26,29,32,35,38,41,44,55-pentadecaazahexacontan-6-yl)-2-((S)-5-guanidino-2-((S)-5-guanidino-2-((S)-5-guanidino-2-(hydroxyamino)pentanamido)pentanamido)pentanamido)pentanediamide, trifluoroacetate salt
Synonyms
  • 736-745-Tat
  • Transient Receptor Potential Vanilloid 1-Tat
Molecular Formula
C127H206N50O29S • XCF3COOH
Formula Weight
2929.4
Purity
≥98%
Formulation (Request formulation change)
A solid
Peptide Sequence
KDDYRWCFRVYGRKKRRQRRR-OH
Solubility(Learn about Variance in Solubility)
DMF: 1 mg/mlPBS (pH 7.2): 5 mg/ml
SMILES
OC(C(F)(F)F)=O.O=C(N[C@@H](CC(O)=O)C(N[C@@H](CC(O)=O)C(N[C@@H](CC1=CC=C(O)C=C1)C(N[C@@H](CCCNC(N)=N)C(N[C@@H](CC2=CNC3=C2C=CC=C3)C(N[C@@H](CS[H])C(N[C@H](C(N[C@@H](CCCNC(N)=N)C(N[C@@H](C(C)C)C(N[C@@H](CC4=CC=C(O)C=C4)C(NCC(N[C@@H](CCCNC(N)=N)C(N[C@@H](CCCCN[H])C(N[C@@H](CCCCN[H])C(N[C@@H](CCCNC(N)=N)C(N[C@@H](CCCNC(N)=N)C(N[C@@H](CCC(N)=O)C(N[C@@H](CCCNC(N)=N)C(N[C@@H](CCCNC(N)=N)C(N[C@@H](CCCNC(N)=N)C(O)=O)=O)=O)=O)=O)=O)=O)=O)=O)=O)=O)=O)=O)=O)CC5=CC=CC=C5)=O)=O)=O)=O)=O)=O)[C@H](CCCCN[H])N[H]
InChi Code
InChI=1S/C127H206N50O29S.C2HF3O2/c1-67(2)99(177-111(197)85(35-20-56-155-126(145)146)167-112(198)89(58-68-22-4-3-5-23-68)172-117(203)94(66-207)176-114(200)91(61-71-64-157-76-26-7-6-24-74(71)76)173-109(195)84(34-19-55-154-125(143)144)166-113(199)90(60-70-39-43-73(179)44-40-70)171-116(202)93(63-98(184)185)174-115(201)92(62-97(182)183)170-100(186)75(131)25-8-11-47-128)118(204)175-88(59-69-37-41-72(178)42-38-69)101(187)158-65-96(181)159-77(29-14-50-149-120(133)134)102(188)160-78(27-9-12-48-129)103(189)161-79(28-10-13-49-130)104(190)162-80(30-15-51-150-121(135)136)105(191)163-82(32-17-53-152-123(139)140)107(193)168-86(45-46-95(132)180)110(196)165-81(31-16-52-151-122(137)138)106(192)164-83(33-18-54-153-124(141)142)108(194)169-87(119(205)206)36-21-57-156-127(147)148;3-2(4,5)1(6)7/h3-7,22-24,26,37-44,64,67,75,77-94,99,157,178-179,207H,8-21,25,27-36,45-63,65-66,128-131H2,1-2H3,(H2,132,180)(H,158,187)(H,159,181)(H,160,188)(H,161,189)(H,162,190)(H,163,191)(H,164,192)(H,165,196)(H,166,199)(H,167,198)(H,168,193)(H,169,194)(H,170,186)(H,171,202)(H,172,203)(H,173,195)(H,174,201)(H,175,204)(H,176,200)(H,177,197)(H,182,183)(H,184,185)(H,205,206)(H4,133,134,149)(H4,135,136,150)(H4,137,138,151)(H4,139,140,152)(H4,141,142,153)(H4,143,144,154)(H4,145,146,155)(H4,147,148,156);(H,6,7)/t75-,77-,78-,79-,80-,81-,82-,83-,84-,85-,86-,87-,88-,89-,90-,91-,92-,93-,94-,99-;/m0./s1
InChi Key
HEGOLKOOICSRRY-NRBGWQPWSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    1 mg

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    5 mg

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    10 mg

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    25 mg

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    Product Description

    TRPV1-Tat is a peptide antagonist of transient receptor potential vanilloid 1 (TRPV1).1 It consists of amino acids 736-745 from the A-kinase anchor protein (AKAP)-binding domain of TRPV1 and the cell-penetrating peptide sequence from HIV Tat. TRPV1-Tat (200 µM) inhibits currents induced by heat or phorbol 12-myristate 13-acetate (PMA; Item No. 10008014) in whole-cell patch-clamp assays using primary mouse dorsal root ganglia. It increases the hind paw mechanical pain threshold in rats when administered at the doses 10 or 30 µM.2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Fischer, M.J.M., Btesh, J., and McNaughton, P.A. Disrupting sensitization of transient receptor potential vanilloid subtype 1 inhibits inflammatory hyperalgesia. J. Neurosci. 33(17), 7407-7414 (2013).

    2. Chung, M.-K., Lee, J., Joseph, J., et al. Peripheral group I metabotropic glutamate receptor activation leads to muscle mechanical hyperalgesia through TRPV1 phosphorylation in the rat. J. Pain 16(1), 67-76 (2015).