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Merck
CN

47638

Sigma-Aldrich

Fmoc-Val-OH

≥98.0% (HPLC)

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别名:
N-(9-芴甲氧羰基)-L-缬氨酸, Fmoc-L-缬氨酸
经验公式(希尔记法):
C20H21NO4
CAS号:
分子量:
339.39
Beilstein:
2177443
EC 号:
MDL编号:
UNSPSC代码:
12352209
eCl@ss:
32160406
PubChem化学物质编号:
NACRES:
NA.26

质量水平

检测方案

≥98.0% (HPLC)

形式

solid

旋光性

[α]20/D −17±1°, c = 1% in DMF

反应适用性

reaction type: C-H Activation
reaction type: Fmoc solid-phase peptide synthesis
reagent type: ligand
reaction type: Peptide Synthesis

mp

143-145 °C (lit.)
143-147 °C

应用

peptide synthesis

官能团

Fmoc
amine
carboxylic acid

储存温度

2-8°C

SMILES字符串

CC(C)[C@H](NC(=O)OCC1c2ccccc2-c3ccccc13)C(O)=O

InChI

1S/C20H21NO4/c1-12(2)18(19(22)23)21-20(24)25-11-17-15-9-5-3-7-13(15)14-8-4-6-10-16(14)17/h3-10,12,17-18H,11H2,1-2H3,(H,21,24)(H,22,23)/t18-/m0/s1

InChI key

UGNIYGNGCNXHTR-SFHVURJKSA-N

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一般描述

Fmoc-Val-OH又称为Fmoc-L-缬氨酸, 在Fmoc固相法多肽合成中起多种作用。

应用

作为起始原料,Fmoc-Val-OH可用于:
  • 使用O-酰基异二肽(O-acyl isodipeptide)单元,合成含困难序列的五肽
  • 按backbone amide linker(BAL)策略通过Fmoc固相法合成多肽

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

个人防护装备

Eyeshields, Gloves, type N95 (US)


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O-Acyl isopeptide method?for the efficient synthesis of difficult sequence-containing peptides: use of `O-acyl isodipeptide unit
Y Sohma
Tetrahedron Letters, 47, 3013-3017 (2006)
Backbone amide linker (BAL) strategy for N?-9-fluorenylmethoxycarbonyl (Fmoc) solid-phase synthesis of peptide aldehydes
JC Kappel
Journal of Peptide Science, 11, 525-535 (2005)
Shih-Hurng Loh et al.
Peptides, 126, 170236-170236 (2019-12-25)
The regulation of intracellular pH (pHi) plays a vital role in various cellular functions. We previously demonstrated that three different acid extruders, the Na+-H+ exchanger (NHE), Na+-HCO3- co-transporter (NBC) and H+-linked monocarboxylate transporter (MCT), functioned together in cultured human radial
Rosanna Capparelli et al.
PloS one, 4(9), e7191-e7191 (2009-09-29)
Temporins are antimicrobial peptides secreted by the granular glands of the European red frog (Rana temporaria). They are 10-14 amino acid long polypeptides active prevalently against gram positive bacteria. This study shows that a synthetic temporin B analogue (TB-YK), acquires
Leixia Mei et al.
Organic & biomolecular chemistry, 17(4), 939-944 (2019-01-11)
We report the synthesis and self-assembly of fluorescent peptide amphiphiles (NBD-PA) composed of a fluorescent NBD probe and a peptide derivative VVAADD with a C12-alkyl-chain as the linker (NBD-C12-VVAADD). The self-assembly of NBD-PA formed beta-sheet structures at neutral pH in

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