Boc-L-glutamic acid 5-cyclohexyl ester

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Cat Number

INT73821973

CAS Number

73821-97-3

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Product Detail Description Customer Q&A

CAS Number

73821-97-3

Storage

2-8℃

Synonyms

N-ALPHA-TERT-BUTYLOXYCARBONYL-L-GLUTAMIC ACID GAMMA-CYCLOHEXYL ESTER;N-BOC-L-GLUTAMIC ACID 5-CYCLOHEXYL ESTER;5-CYCLOHEXYL N-(TERT-BUTOXYCARBONYL)-L-GLUTAMATE

Molecular Formula

C16H27NO6

Molecular Weight

329.39

Smiles

N([C@@H](CCC(=O)OC1CCCCC1)C(=O)O)C(=O)OC(C)(C)C

Appearance

White to off-white solid

Melting Point

54-57℃

Boiling Point

502.6℃

Relative Density

1.16

pKa

3.79

General Description

Boc-L-glutamic acid 5-cyclohexyl ester is a protected L-glutamic acid derivative where the alpha-amine is Boc-protected and the gamma-carboxyl group is esterified with a cyclohexyl group. The cyclohexyl ester provides a unique balance of stability and hydrophobicity.

Mechanism of Action

It serves as a side-chain protected monomer. The cyclohexyl ester is stable to standard coupling conditions but can be removed to yield the free acid, allowing for the precise construction of glutamic acid-containing peptidomimetics with reduced side reactions.

Application

It is primarily used in the synthesis of specialized therapeutic peptides and as a tool in structural biology to study the role of acidic residues in protein folding and interaction.