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Merck

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

Product Name

Fmoc-Val-OH, ≥98.0% (HPLC)

InChI key

UGNIYGNGCNXHTR-SFHVURJKSA-N

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

SMILES string

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

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

Quality Level

100

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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

General description

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

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
BCCJ4823
BCCF6272
BCCD5745
BCCC4498

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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)
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
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
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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