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Merck
CN

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:
Molecular Weight:
339.39
NACRES:
NA.26
PubChem Substance ID:
eCl@ss:
32160406
UNSPSC Code:
12352209
EC Number:
272-515-0
MDL number:
Beilstein/REAXYS Number:
2177443
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Quality Level

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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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)
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)
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



Global Trade Item Number

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