FMOC-D-CHA-OH

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Cat Number

INT144701257

CAS Number

144701-25-7

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CAS Number

144701-25-7

Storage

2-8℃

Synonyms

N-ALPHA-FMOC-BETA-CYCLOHEXYL-D-ALANINE;N-ALPHA-(9-FLUORENYLMETHOXYCARBONYL)-HEXAHYDRO-D-PHENYLALANINE;N-ALPHA-(9-FLUORENYLMETHYLOXYCARBONYL)-D-CYCLOHEXYLALANINE;N-ALPHA-(9-FLUORENYLMETHOXYCARBONYL)-D-HEXAHYDROPHENYLALANINE

Molecular Formula

C24H27NO4

Molecular Weight

393.48

Smiles

C1CCC(CC1)C[C@H](C(=O)O)NC(=O)OCC2C3=CC=CC=C3C4=CC=CC=C24

Appearance

White solid

Boiling Point

610.5℃

Relative Density

1.21

pKa

3.91

General Description

FMOC-D-CHA-OH is the Fmoc-protected form of D-cyclohexylalanine. This non-proteinogenic amino acid is a saturated analog of D-phenylalanine, featuring a cyclohexyl ring instead of a phenyl ring.

Mechanism of Action

It serves as a hydrophobic, bulky building block. The cyclohexyl moiety provides greater lipophilicity and steric bulk than a phenyl group, which can enhance the binding affinity of peptides to hydrophobic pockets in proteins.

Application

It is commonly used in the synthesis of protease inhibitors, thrombin inhibitors, and other bioactive peptides where a D-configured hydrophobic residue is required for stability.