CAS 84000-11-3

N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-N-methyl-L-valine

Description:

N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-N-methyl-L-valine, commonly referred to as Fmoc-N-methyl-L-valine, is a chemical compound widely used in peptide synthesis as a protecting group for amino acids. The Fmoc group, derived from fluorenylmethoxycarbonyl, provides stability during the synthesis process and can be easily removed under basic conditions, allowing for further reactions. This compound features a valine residue, which is an essential amino acid known for its hydrophobic properties, contributing to the overall characteristics of peptides in which it is incorporated. The presence of the N-methyl group enhances the steric bulk and can influence the conformation of the resulting peptides. Fmoc-N-methyl-L-valine is typically utilized in solid-phase peptide synthesis (SPPS), where it aids in the selective assembly of peptide chains. Its solubility in organic solvents and stability under various reaction conditions make it a valuable reagent in the field of organic and medicinal chemistry. As with many chemical substances, proper handling and safety precautions are essential due to potential hazards associated with its use.

Formula: C₂₁H₂₃NO₄

InChI: InChI=1/C21H23NO4/c1-13(2)19(20(23)24)22(3)21(25)26-12-18-16-10-6-4-8-14(16)15-9-5-7-11-17(15)18/h4-11,13,18-19H,12H2,1-3H3,(H,23,24)/t19-/m0/s1

InChI key: InChIKey=YCXXXPZNQXXRIG-IBGZPJMESA-N

SMILES: C(OC(N([C@@H](C(C)C)C(O)=O)C)=O)C1C=2C(C=3C1=CC=CC3)=CC=CC2

Synonyms:

• (2S)-2-([[(9H-Fluoren-9-yl)methoxy]carbonyl](methyl)amino)-3-methylbutanoic acid
• (2S)-2-[9H-Fluoren-9-ylmethoxycarbonyl(methyl)amino]-3-methylbutanoic acid
• <span class="text-smallcaps">L</span>-Valine, N-[(9H-fluoren-9-ylmethoxy)carbonyl]-N-methyl-
• Fmoc-N-Me-Val-OH
• N-(9-Fluorenylmethoxycarbonyl)-N-methylvaline
• N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-N-methyl-<span class="text-smallcaps">L</span>-valine
• N-[(9H-fluoren-9-ylmethoxy)carbonyl]-N-methyl-L-valine
• N-alpha-(9-fluorenylmethyloxycarbonyl)-N-alpha-Methyl-L-valine
• L-Valine, N-[(9H-fluoren-9-ylmethoxy)carbonyl]-N-methyl-
• FMOC-N-ME-VAL 98.5+%
• FMOC-L-MEVAL-OH
• FMOC-N-METHYL-L-VALINE
• FMOC-N-ALPHA-METHYL-L-VALINE
• FMOC-MEVAL-OH
• FMOC-N-ME-L-VAL-OH
• FMOC-N-ME-VALINE
• N-(9-Fluorenylmethyloxycarbonyl)-N-methyl-L-valine
• N-ALPHA(9-FLUORENYLMETHOXYCARBONYL)-N-ALPHA-METHYL-L-VALINE

N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-N-methyl-L-valine

CAS: 84000-11-3

Formula: C₂₁H₂₃NO₄

Purity: >98.0%(T)(HPLC)

Color and Shape: White to Almost white powder to crystal

Molecular weight: 353.42

Ref: 3B-F1165

N-Fmoc-N-methyl-L-valine, 95%

CAS: 84000-11-3

N-Fmoc-N-methyl-L-valine is used as enzyme substrates and reagents, culture media additives, dyes, stains and indicators. It is also involved in the preparation of N-methylated peptides. This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some docu

Formula: C₂₁H₂₃NO₄

Purity: 95%

Molecular weight: 353.42

Ref: 02-H63671

Fmoc-N-Me-Val-OH

CAS: 84000-11-3

The acid fluoride of this sterically hindered amino acid could be coupled to N-methylated amino acids in HFIP at 55°C.

Formula: C₂₁H₂₃NO₄

Purity: 99.7%

Color and Shape: White

Molecular weight: 353.42

Ref: 01-4009586

Fmoc-N-Me-Val-OH

CAS: 84000-11-3

Formula: C₂₁H₂₃NO₄

Purity: 97%

Color and Shape: Solid

Molecular weight: 353.4116

Ref: IN-DA005235

Fmoc-N-Me-Val-OH

CAS: 84000-11-3

Formula: C₂₁H₂₃NO₄

Purity: (HPLC) ≥ 98.0%

Color and Shape: White to light beige powder

Molecular weight: 353.41

Ref: 7W-GM1535

Fmoc-N-methyl-L-valine

CAS: 84000-11-3

Fmoc-N-methyl-L-valine

Formula: C₂₁H₂₃NO₄

Purity: 98%

Color and Shape: white powder

Molecular weight: 353.41g/mol

Ref: 54-OR960386

Fmoc-N-Me-Val-OH

CAS: 84000-11-3

Fmoc-N-Me-Val-OH is a modified peptide.

Formula: C₂₁H₂₃NO₄

Color and Shape: White Powder

Molecular weight: 353.41

Ref: TM-T19325

Fmoc-N-Me-Val-OH

CAS: 84000-11-3

M03379 - Fmoc-N-Me-Val-OH

Formula: C₂₁H₂₃NO₄

Purity: 97%

Color and Shape: Solid, Beige powder

Molecular weight: 353.418

Ref: 10-M03379

Fmoc-N-methyl-L-valine

CAS: 84000-11-3

Fmoc-N-methyl-L-valine is a synthetic immunosuppressant that acts by inhibiting the production of cytokines and other inflammatory mediators. It binds to the enzyme cyclooxygenase, which is involved in the synthesis of prostaglandins and thromboxanes. Fmoc-N-methyl-L-valine has been shown to be effective against gram-positive bacteria. This compound also inhibits xanthine oxidase and may act as an analog for azathioprine, which is used in the treatment of autoimmune diseases such as rheumatoid arthritis. The reaction mechanism for this compound is not well understood but appears to involve a nucleophilic attack on a benzoquinoneiminium cation formed from the attack on an electron deficient benzene ring with a triphosgene electrophile.

Formula: C₂₁H₂₃NO₄

Purity: Min. 95%

Molecular weight: 353.41 g/mol

Ref: 3D-FF32984