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8.52021

Sigma-Aldrich

Fmoc-Val-OH

Novabiochem®

Synonym(s):

Fmoc-Val-OH, N-α-Fmoc-L-valine

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About This Item

Empirical Formula (Hill Notation):
C20H21NO4
CAS Number:
Molecular Weight:
339.39
MDL number:
UNSPSC Code:
12352209
EC Index Number:
272-515-0
NACRES:
NA.22

Quality Level

product line

Novabiochem®

Assay

≥98% (TLC)
≥98.0% (acidimetric)
≥99.0% (HPLC)

form

powder

reaction suitability

reaction type: Fmoc solid-phase peptide synthesis

manufacturer/tradename

Novabiochem®

mp

140-145 °C

application(s)

peptide synthesis

functional group

Fmoc

storage temp.

2-30°C

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)

InChI key

UGNIYGNGCNXHTR-UHFFFAOYSA-N

General description

High purity Fmoc-protected amino acid for research and process production of peptides, with very low levels of dipeptide, free-amino acids and acetic acid impurities.
Standard building block for introduction of valine amino-acid residues by Fmoc SPPS

Associated Protocols and Technical Articles
Fmoc-amino acids for Peptide Production
Cleavage and Deprotection Protocols for Fmoc SPPS

Application

  • Evaluation of Met-Val-Lys as a Renal Brush Border Enzyme-Cleavable Linker: This study explores using Fmoc-Val-OH in the development of renal-targeted drug delivery systems for enhanced therapeutic efficacy (Bendre et al., 2020).
  • Enantioselective Ortho-CH Cross-Coupling of Diarylmethylamines with Organoborons: Reports the use of Fmoc-Val-OH in a new methodology for achieving high yields and enantioselectivity in cross-coupling reactions (Laforteza et al., 2015).
  • AJIPHASE®: A Highly Efficient Synthetic Method for One-Pot Peptide Elongation: Demonstrates a novel approach using Fmoc-Val-OH for the scalable synthesis of peptides, showing significant improvements in efficiency and scalability (Takahashi et al., 2017).

Linkage

Replaces: 04-12-1039

Analysis Note

Colour (visual): white to off white
Appearance of substance (visual): powder
Colour index (0,5 M in DMF): ≤ 150 Hazen
Identity (IR): passes test
Enantiomeric purity: ≥ 99.8 % (a/a)
Purity (HPLC): ≥ 99.0 % (a/a)
Fmoc-ß-Ala-OH (HPLC): ≤ 0.1 % (a/a)
Fmoc-ß-Ala-Val-OH (HPLC): ≤ 0.1 % (a/a)
Fmoc-Val-Val-OH (HPLC): ≤ 0.1 % (a/a)
Assay free amino acid (GC): ≤ 0.2 %
Purity (TLC(011A)): ≥ 98 %
Purity (TLC(0811)): ≥ 98 %
Solubility (25 mmole in 50 ml DMF): clearly soluble
Assay (acidimetric): ≥ 98.0 %
Water (K. F.): ≤ 2.0 %
Ethyl acetate (HS-GC): ≤ 0.5 %
Acetate (IC): ≤ 0.02 %

To see the solvent systems used for TLC of Novabiochem® products please click here.

Legal Information

Novabiochem is a registered trademark of Merck KGaA, Darmstadt, Germany

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Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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