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Structure

Fmoc-alpha-methyl-DL-methionine

CAS
147108-43-8
Catalog Number
ACM147108438
Category
Amino Acids
Molecular Weight
385.5
Molecular Formula
C21H23NO4S

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Specification

Description
Fmoc-α-methyl-DL-methionine is a derivative of methionine, an essential amino acid that cannot be synthesized by the human body and must be obtained from dietary sources. Methionine is involved in various biological functions such as protein synthesis, methylation, and sulfur metabolism. Fmoc-α-methyl-DL-methionine is a modified form of methionine, where the alpha carbon is replaced with a methyl group and the amino group is protected with a Fmoc (9-fluorenylmethoxycarbonyl) group. The Fmoc group can be removed under mildly basic conditions, allowing for the synthesis of peptides and proteins containing Fmoc-α-methyl-DL-methionine.
IUPAC Name
2-(9H-fluoren-9-ylmethoxycarbonylamino)-2-methyl-4-methylsulfanylbutanoic acid
Canonical SMILES
CC(CCSC)(C(=O)O)NC(=O)OCC1C2=CC=CC=C2C3=CC=CC=C13
InChI
1S/C21H23NO4S/c1-21(19(23)24,11-12-27-2)22-20(25)26-13-18-16-9-5-3-7-14(16)15-8-4-6-10-17(15)18/h3-10,18H,11-13H2,1-2H3,(H,22,25)(H,23,24)
InChI Key
XVPHAVLGYDEOAF-UHFFFAOYSA-N
Boiling Point
614.8±55.0 ℃at 760 mmHg
Flash Point
325.6±31.5 ℃
Density
1.3±0.1 g/cm3
Application
Fmoc-α-methyl-DL-methionine has been used in peptide and protein synthesis, where it can be incorporated as a unique building block to modulate protein structure and function. It has also been used in the development of novel biomaterials.
Exact Mass
385.134766
Functional Group
Fmoc
LogP
4.94
MDL Number
MFCD02682557
Refractive Index
1.608
Storage Temperature
4 ℃
Type
Unusual Amino Acids, Analogs of Cysteine and Methionine
Vapor Pressure
0.0±1.9 mmHg at 25℃
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