(S)-2-(Cbz-amino)-4-Methylhomophenylalanine
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(S)-2-(Cbz-amino)-4-Methylhomophenylalanine

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(S)-2-(Cbz-amino)-4-Methylhomophenylalanine is a chiral amino acid derivative used in peptide synthesis. The (S) denotes the specific stereochemistry at the chiral center of the molecule. The Cbz (carbobenzyloxy) group is a protective group attached to the amino group, preventing it from reacting prematurely during synthesis. The 4-Methylhomophenylalanine component features a homophenylalanine backbone with a methyl group added at the 4-position, providing additional hydrophobicity and altering the molecule's steric properties. This compound is employed to introduce specific structural features into peptides, potentially influencing their biological activity, stability, or interaction with other molecules.

Category
CBZ-Amino Acids
Catalog number
BAT-016526
CAS number
2350819-82-6
Molecular Formula
C19H21NO4
Molecular Weight
327.37
(S)-2-(Cbz-amino)-4-Methylhomophenylalanine
IUPAC Name
(S)-2-(((benzyloxy)carbonyl)amino)-4-(p-tolyl)butanoic acid
Synonyms
Benzenebutanoic acid, 4-methyl-α-[[(phenylmethoxy)carbonyl]amino]-, (αS)-; (αS)-4-Methyl-α-[[(phenylmethoxy)carbonyl]amino]benzenebutanoic acid
Purity
≥95%
Density
1.201±0.06 g/cm3
Boiling Point
532.1±50.0 °C at 760 mmHg
InChI
InChI=1S/C19H21NO4/c1-14-7-9-15(10-8-14)11-12-17(18(21)22)20-19(23)24-13-16-5-3-2-4-6-16/h2-10,17H,11-13H2,1H3,(H,20,23)(H,21,22)/t17-/m0/s1
InChI Key
GUDWXSXXZCACGW-KRWDZBQOSA-N
Canonical SMILES
O=C(O)C(NC(OCC1=CC=CC=C1)=O)CCC2=CC=C(C)C=C2
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