A cell-penetrating peptide
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Tat-NTS Peptide (trifluoroacetate salt)

Item No. 37443

Technical Information
Formal Name
(S)-N1-((6S,9S,12S,15S,18S,21S)-1-amino-22-((S)-2-(((2S,5S,8S,11S,14S,17S)-1-amino-2-benzyl-8,11-bis(3-guanidinopropyl)-18-(1H-imidazol-4-yl)-14-isobutyl-5-isopropyl-1,4,7,10,13,16-hexaoxo-3,6,9,12,15-pentaazaoctadecan-17-yl)carbamoyl)pyrrolidin-1-yl)-21-benzyl-9,12,15-tris(3-guanidinopropyl)-18-(hydroxymethyl)-1-imino-7,10,13,16,19,22-hexaoxo-2,8,11,14,17,20-hexaazadocosan-6-yl)-2-((2S,5S,8S,11S,14S,20S)-20-amino-8,11-bis(4-aminobutyl)-2,5,14-tris(3-guanidinopropyl)-21-(4-hydroxyphenyl)-4,7,10,13,16,19-hexaoxo-3,6,9,12,15,18-hexaazahenicosanamido)pentanediamide, trifluoroacetate salt
Synonyms
  • Tat-Nuclear Translocation Signal Peptide
Molecular Formula
C125H212N54O24 • XCF3COOH
Formula Weight
Purity
≥98%
A solid
Peptide Sequence
YGRKKRRQRRRRSFPHLRRVF-NH2
Water: Soluble
SMILES
NC([C@H](CC1=CC=CC=C1)NC([C@@H](NC([C@@H](NC([C@@H](NC([C@H](CC(C)C)NC([C@@H](NC([C@@H]2CCCN2C([C@H](CC3=CC=CC=C3)NC([C@@H](NC([C@@H](NC([C@@H](NC([C@@H](NC([C@@H](NC([C@@H](NC([C@@H](NC([C@@H](NC([C@@H](NC([C@@H](NC([C@@H](NC(CNC([C@@H](N[H])CC4=CC=C(C=C4)O)=O)=O)CCCNC(N)=N)=O)CCCCN[H])=O)CCCCN[H])=O)CCCNC(N)=N)=O)CCCNC(N)=N)=O)CCC(N)=O)=O)CCCNC(N)=N)=O)CCCNC(N)=N)=O)CCCNC(N)=N)=O)CCCNC(N)=N)=O)CO)=O)=O)=O)CC5=CNC=N5)=O)=O)CCCNC(N)=N)=O)CCCNC(N)=N)=O)C(C)C)=O)=O.OC(C(F)(F)F)=O
InChi Code
InChI=1S/C125H212N54O24.C2HF3O2/c1-68(2)59-89(111(198)171-84(37-21-55-156-123(143)144)106(193)170-86(39-23-57-158-125(147)148)110(197)178-96(69(3)4)115(202)173-88(97(130)184)61-70-25-7-5-8-26-70)174-112(199)90(63-73-64-149-67-160-73)175-114(201)93-40-24-58-179(93)116(203)91(62-71-27-9-6-10-28-71)176-113(200)92(66-180)177-108(195)85(38-22-56-157-124(145)146)168-104(191)81(34-18-52-153-120(137)138)165-103(190)80(33-17-51-152-119(135)136)166-105(192)82(35-19-53-154-121(139)140)169-109(196)87(45-46-94(129)182)172-107(194)83(36-20-54-155-122(141)142)167-102(189)79(32-16-50-151-118(133)134)164-101(188)78(30-12-14-48-127)163-100(187)77(29-11-13-47-126)162-99(186)76(31-15-49-150-117(131)132)161-95(183)65-159-98(185)75(128)60-72-41-43-74(181)44-42-72;3-2(4,5)1(6)7/h5-10,25-28,41-44,64,67-69,75-93,96,180-181H,11-24,29-40,45-63,65-66,126-128H2,1-4H3,(H2,129,182)(H2,130,184)(H,149,160)(H,159,185)(H,161,183)(H,162,186)(H,163,187)(H,164,188)(H,165,190)(H,166,192)(H,167,189)(H,168,191)(H,169,196)(H,170,193)(H,171,198)(H,172,194)(H,173,202)(H,174,199)(H,175,201)(H,176,200)(H,177,195)(H,178,197)(H4,131,132,150)(H4,133,134,151)(H4,135,136,152)(H4,137,138,153)(H4,139,140,154)(H4,141,142,155)(H4,143,144,156)(H4,145,146,157)(H4,147,148,158);(H,6,7)/t75-,76-,77-,78-,79-,80-,81-,82-,83-,84-,85-,86-,87-,88-,89-,90-,91-,92-,93-,96-;/m0./s1
InChi Key
BHJMLZFYTGUBDJ-BYEAKXSCSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Tat-NTS peptide is a cell-penetrating peptide composed of the HIV-1 Tat protein transduction domain linked to a 10-amino acid peptide corresponding to residues 228-237 of the repeat III domain of annexin A1, which functions as a nuclear translocation signal (NTS).1 It blocks the protein-protein interaction between annexin A1 and importin β, preventing nuclear translocation of annexin A1 in primary mouse hippocampal neurons.1 Tat-NTS inhibits glucose-oxygen deprivation and reperfusion-induced apoptosis in primary mouse hippocampal neurons. In vivo, Tat-NTS (10 mg/kg) reduces infarct size and neuronal apoptosis, as well as decreases the time to reach the platform in the Morris water maze test in a mouse model of ischemia-reperfusion injury induced by middle cerebral artery occlusion (MCAO).

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Li, X., Zheng, L., Xia, Q., et alA novel cell-penetrating peptide protects against neuron apoptosis after cerebral ischemia by inhibiting the nuclear translocation of annexin A1. Cell Death Differ. 26(2), 260-275 (2019).