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47638

Fmoc-Val-OH

≥98.0% (HPLC)

Synonym(s):

N-(9-Fluorenylmethoxycarbonyl)-L-valine, Fmoc-L-valine

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About This Item

Empirical Formula (Hill Notation):
C20H21NO4
CAS Number:
68858-20-8
Molecular Weight:
339.39
NACRES:
NA.26
PubChem Substance ID:
57651055
eCl@ss:
32160406
UNSPSC Code:
12352209
EC Number:
272-515-0
MDL number:
MFCD00037124
Beilstein/REAXYS Number:
2177443
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Quality Level

100

assay

≥98.0% (HPLC)

form

solid

optical activity

[α]20/D −17±1°, c = 1% in DMF

reaction suitability

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

application(s)

peptide synthesis

functional group

Fmoc, amine, carboxylic acid

storage temp.

2-8°C

SMILES string

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

General description

Fmoc-Val-OH also known as Fmoc-L-valine, is a versatile reagent used in the Fmoc Solid-phase peptide synthesis.

Application

Fmoc-Val-OH can be used as a starting material to synthesize:
  • difficult sequence-containing pentapeptides using O-acyl isodipeptide unit
  • peptides by backbone amide linker (BAL) strategy via Fmoc Solid-phase synthesis

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Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
BCCH0882
BCCF6272
BCCD5745
BCCC4498
BCCB0388

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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
Karthik Nadendla et al.
Molecular pharmaceutics, 16(7), 2922-2928 (2019-05-24)
We have previously described the photoactivated depot (PAD) approach for the light-stimulated release of therapeutic proteins such as insulin. The aim of this method is to release insulin from a shallow dermal depot in response to blood glucose information, using
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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Global Trade Item Number

SKUGTIN
47638-1KG-F04061826222775
47638-250G-F04061832362472
47638-50G-F04061832362496