H-α-cyclopropyl-D-Ala-OH
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H-α-cyclopropyl-D-Ala-OH

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Category
D-Amino Acids
Catalog number
BAT-014800
CAS number
1130070-43-7
Molecular Formula
C6H11NO2
Molecular Weight
129.16
IUPAC Name
(2S)-2-amino-2-cyclopropylpropanoic acid
Synonyms
alpha-Cyclopropyl-D-alanine; H-aMeGly(cPr)-OH; alpha-methyl-2-(cyclopropyl)-L-glycine; (S)-2-Amino-2-cyclopropylpropanoic acid; (2S)-α-Amino-α-methylcyclopropaneacetic acid; (2S)-α-Cyclopropylalanine; Cyclopropaneacetic acid, α-amino-α-methyl-, (αS)-; (αS)-α-Amino-α-methylcyclopropaneacetic acid
Appearance
White Powder
Purity
≥95%
Density
1.275±0.06 g/cm3
Melting Point
284-290°C (dec.)
Boiling Point
245.7±23.0°C at 760 mmHg
Storage
Store at -20°C
Solubility
Soluble in DMSO
InChI
InChI=1S/C6H11NO2/c1-6(7,5(8)9)4-2-3-4/h4H,2-3,7H2,1H3,(H,8,9)/t6-/m0/s1
InChI Key
VRFYYCFVOBCXDL-LURJTMIESA-N
Canonical SMILES
CC(C1CC1)(C(=O)O)N

H-α-cyclopropyl-D-Ala-OH, a specialized derivative of amino acid with exceptional properties, finds applications in various biochemical and medical fields. Here are the key applications presented with high perplexity and burstiness:

Peptide Synthesis: Playing a pivotal role in peptide synthesis, H-α-cyclopropyl-D-Ala-OH contributes to studying protein interactions and functions. Incorporating this compound into peptide chains introduces cyclopropyl groups that impact the conformation and stability of peptides. This unique feature enables the design of peptides with heightened biological activity or resistance to enzymatic breakdown, expanding the possibilities in peptide engineering.

Drug Design and Development: At the forefront of medicinal chemistry, researchers utilize H-α-cyclopropyl-D-Ala-OH to craft novel therapeutics with tailored pharmacokinetic and pharmacodynamic profiles. The distinctive cyclopropyl group can fine-tune the properties of drug candidates, paving the way for more potent and selective inhibitors or agonists targeting diverse biological entities. This innovative approach holds the promise of unlocking new avenues in treatment modalities.

Enzyme Inhibition Studies: Delving into enzyme mechanisms and inhibition, H-α-cyclopropyl-D-Ala-OH serves as a valuable tool for researchers. By integrating this derivative into substrate analogs, scientists can explore how enzymes interact with substrates bearing non-natural side chains, shedding light on enzyme specificity and aiding in the design of therapeutic enzyme inhibitors. This methodological approach offers insights into complex biological interactions with potential implications in targeted drug development.

Chemical Biology: In the realm of chemical biology, H-α-cyclopropyl-D-Ala-OH emerges as a versatile agent for probing and manipulating biological systems. Its distinctive chemical structure positions it as a potent molecular tool for studying protein-protein interactions and cellular processes. Through the incorporation of this compound into experimental frameworks, scientists can unravel the intricate pathways of biochemical networks and gain a deeper comprehension of cellular dynamics, illuminating new avenues for biological exploration.

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