β-Cyclohexyl-D-alanine
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β-Cyclohexyl-D-alanine

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Category
D-Amino Acids
Catalog number
BAT-005816
CAS number
58717-02-5
Molecular Formula
C9H17NO2
Molecular Weight
171.2
β-Cyclohexyl-D-alanine
IUPAC Name
(2R)-2-amino-3-cyclohexylpropanoic acid
Synonyms
D-Cha-OH3-Cyclohexyl-D-alanine; (R)-2-Amino-3-cyclohexyl-propionic acid
Appearance
White to off-white crystalline powder
Purity
≥ 99% (Assay)
Density
1.075
Boiling Point
307.1°C at 760 mmHg
Storage
Store at 2-8°C
InChI
InChI=1S/C9H17NO2/c10-8(9(11)12)6-7-4-2-1-3-5-7/h7-8H,1-6,10H2,(H,11,12)/t8-/m1/s1
InChI Key
ORQXBVXKBGUSBA-MRVPVSSYSA-N
Canonical SMILES
C1CCC(CC1)CC(C(=O)O)N

β-Cyclohexyl-D-alanine is a unique amino acid derivative with diverse applications in bioscience. Here are some key applications of β-Cyclohexyl-D-alanine:

Peptide Synthesis: β-Cyclohexyl-D-alanine can be incorporated into synthetic peptides to study protein structure and function. Its bulky cyclohexyl group can influence peptide folding, stability, and receptor binding. This makes it valuable for designing novel peptide-based drugs with enhanced pharmacological properties.

Chirality Studies: Being chiral, β-Cyclohexyl-D-alanine is used in the study of stereochemistry and chiral drug development. Researchers can explore how the chiral center affects the biological activity and interaction with target molecules. This is crucial for the design of enantiomerically pure drugs, which can have different therapeutic and side effect profiles compared to their racemic mixtures.

Enzymatic Research: β-Cyclohexyl-D-alanine is utilized to investigate enzyme specificity and mechanisms. Enzymes that act on this amino acid can reveal details about their active sites and catalytic functions. This knowledge helps in enzyme engineering for industrial and therapeutic applications.

Metabolic Pathway Analysis: This compound can be used to study metabolic pathways involving amino acid metabolism. Researchers can analyze how the incorporation of β-Cyclohexyl-D-alanine influences metabolic flux and the production of downstream metabolites. This is important for understanding metabolic functions and developing metabolic engineering strategies.

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