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Key Documents

SML0108

Sigma-Aldrich

R18 trifluoroacetate

≥98% (HPLC)

Sinônimo(s):

L-Prolyl-L-histidyl-L-cysteinyl-L-valyl-L-prolyl-L-arginyl-L-a-aspartyl-L-leucyl-L-seryl-L-tryptophyl-L-leucyl-L-a-aspartyl-L-leucyl-L-a-glutamyl-L-alanyl-L-asparaginyl-L-methionyl-L-cysteinyl-L-leucyl-L-proline trifluoroacetate, PHCVPRDLSWLDLEANMCLP trifluoroacetate, Pro-His-Cys-Val-Pro-Arg-Asp-Leu-Ser-Trp-Leu-Asp-Leu-Glu-Ala-Asn-Met-Cys-Leu-Pro trifluoroacetate

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About This Item

Fórmula empírica (Notação de Hill):
C101H157N27O29S3
Número CAS:
Peso molecular:
2309.69
Número MDL:
Código UNSPSC:
12352200
ID de substância PubChem:
NACRES:
NA.25

Nível de qualidade

Ensaio

≥98% (HPLC)

forma

powder

cor

white to off-white

Condições de expedição

wet ice

temperatura de armazenamento

−20°C

cadeia de caracteres SMILES

OC(=O)C(F)(F)F.CSCC[C@H](NC(=O)[C@H](CC(N)=O)NC(=O)[C@H](C)NC(=O)[C@H](CCC(O)=O)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CC(O)=O)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](Cc1c[nH]c2ccccc12)NC(=O)[C@H](CO)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CC(O)=O)NC(=O)[C@H](CCCNC(N)=N)NC(=O)[C@@H]3CCCN3C(=O)[C@@H](NC(=O)[C@H](CS)NC(=O)[C@H](Cc4c[nH]cn4)NC(=O)[C@@H]5CCCN5)C(C)C)C(=O)N[C@@H](CS)C(=O)N[C@@H](CC(C)C)C(=O)N6CCC[C@H]6C(O)=O

InChI

1S/C101H157N27O29S3.C2HF3O2/c1-48(2)33-62(86(142)111-60(25-26-77(131)132)83(139)110-53(11)81(137)114-67(39-76(102)130)91(147)112-61(27-32-160-12)85(141)124-72(45-158)95(151)122-70(36-51(7)8)98(154)128-31-18-24-75(128)100(156)157)116-93(149)69(41-79(135)136)121-87(143)63(34-49(3)4)115-89(145)65(37-54-42-108-57-20-14-13-19-56(54)57)118-94(150)71(44-129)123-88(144)64(35-50(5)6)117-92(148)68(40-78(133)134)120-84(140)59(22-16-29-107-101(103)104)113-97(153)74-23-17-30-127(74)99(155)80(52(9)10)126-96(152)73(46-159)125-90(146)66(38-55-43-105-47-109-55)119-82(138)58-21-15-28-106-58;3-2(4,5)1(6)7/h13-14,19-20,42-43,47-53,58-75,80,106,108,129,158-159H,15-18,21-41,44-46H2,1-12H3,(H2,102,130)(H,105,109)(H,110,139)(H,111,142)(H,112,147)(H,113,153)(H,114,137)(H,115,145)(H,116,149)(H,117,148)(H,118,150)(H,119,138)(H,120,140)(H,121,143)(H,122,151)(H,123,144)(H,124,141)(H,125,146)(H,126,152)(H,131,132)(H,133,134)(H,135,136)(H,156,157)(H4,103,104,107);(H,6,7)/t53-,58-,59-,60-,61-,62-,63-,64-,65-,66-,67-,68-,69-,70-,71-,72-,73-,74-,75-,80-;/m0./s1

chave InChI

RLMYFUMCZYJMNX-KIXMOXNVSA-N

Descrição geral

R18 trifluoroacetate is a nonphosphorylated peptide. This peptide was originally identified as a high-affinity 14-3-3 ligand by phage display.

Aplicação

R18 trifluoroacetate has been used to treat 12-d-old or 14-d-old Super:C-repeat-binding factors (CBFs)-Myc plants for CBF protein immunoblots to study the effect of R18 on CBF3 degradation in planta.

Ações bioquímicas/fisiológicas

C-repeat-binding factors (CBFs) protein -Myc transgenic plants, R18 is capable of reducing the degradation of CBF1 and CBF3.
R18 (PHCVPRDLSWLDLEANMCLP), a competitive inhibitor of 14-3-3 scaffolding proteins, may be used to study the roles and functions of 14-3-3 scaffolding proteins in cell signaling pathways involved in processes such as apoptosis, division, migration, stress response, and malignant transformation.
R18 is a competitive inhibitor of the 14-3-3 scaffolding proteins. It binds to the general binding groove of 14-3-3. R18 blocks 14-3-3 interaction with most or all of its client proteins.

Código de classe de armazenamento

11 - Combustible Solids

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable


Certificados de análise (COA)

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Plasma membrane CRPK1-mediated phosphorylation of 14-3-3 proteins induces their nuclear import to fine-tune CBF signaling during cold response
Liu Z, et al.
Molecular Cell, 66(1), 117-128 (2017)
Carol Mackintosh
The Biochemical journal, 381(Pt 2), 329-342 (2004-05-29)
14-3-3 proteins exert an extraordinarily widespread influence on cellular processes in all eukaryotes. They operate by binding to specific phosphorylated sites on diverse target proteins, thereby forcing conformational changes or influencing interactions between their targets and other molecules. In these
14-3-3 Dimers Probe the Assembly Status of Multimeric Membrane Proteins
Yuan H, et al.
Current Biology, 13(8), 638-646 (2003)
14-3-3zeta binds a phosphorylated Raf peptide and an unphosphorylated peptide via its conserved amphipathic groove
Petosa C, et al.
The Journal of biological chemistry, 273(26), 16305-16310 (1998)
Yuping Chen et al.
Science advances, 6(1), eaax5819-eaax5819 (2020-01-09)
Autophagy is an evolutionarily conserved catabolic process, which plays a vital role in removing misfolded proteins and clearing damaged organelles to maintain internal environment homeostasis. Here, we uncovered the checkpoint kinase 2 (CHK2)-FOXK (FOXK1 and FOXK2) axis playing an important

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