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Key Documents

SML0108

Sigma-Aldrich

R18 trifluoroacetate

≥98% (HPLC)

Synonyme(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

Formule empirique (notation de Hill):
C101H157N27O29S3
Numéro CAS:
Poids moléculaire :
2309.69
Numéro MDL:
Code UNSPSC :
12352200
ID de substance PubChem :
Nomenclature NACRES :
NA.25

Niveau de qualité

Pureté

≥98% (HPLC)

Forme

powder

Couleur

white to off-white

Conditions d'expédition

wet ice

Température de stockage

−20°C

Chaîne 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

Clé InChI

RLMYFUMCZYJMNX-KIXMOXNVSA-N

Description générale

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

Application

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.

Actions biochimiques/physiologiques

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.

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable


Certificats d'analyse (COA)

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Consulter la Bibliothèque de documents

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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