Nα-Benzyl-D-alanine methyl ester hydrochloride
Need Assistance?
  • US & Canada:
    +
  • UK: +

Nα-Benzyl-D-alanine methyl ester hydrochloride

* Please kindly note that our products are not to be used for therapeutic purposes and cannot be sold to patients.

Category
D-Amino Acids
Catalog number
BAT-003542
CAS number
95071-12-8
Molecular Formula
C11H15NO2·HCl
Molecular Weight
229.74
Nα-Benzyl-D-alanine methyl ester hydrochloride
IUPAC Name
methyl (2R)-2-(benzylamino)propanoate;hydrochloride
Synonyms
Bzl-D-Ala-OMe HCl; Methyl(3R)-3-(benzylamino)butanoate hydrochloride; BZL-D-ALA-OME HCl; BENZYL-D-ALANINE METHYL ESTER HYDROCHLORIDE
Appearance
White crystalline powder
Purity
≥ 99% (HPLC)
Melting Point
178-186 °C
Storage
Store at 2-8 °C
InChI
InChI=1S/C11H15NO2.ClH/c1-9(11(13)14-2)12-8-10-6-4-3-5-7-10;/h3-7,9,12H,8H2,1-2H3;1H/t9-;/m1./s1
InChI Key
FJUWPAKLUHULRE-SBSPUUFOSA-N
Canonical SMILES
CC(C(=O)OC)NCC1=CC=CC=C1.Cl

Nα-Benzyl-D-alanine methyl ester hydrochloride, a prevalent chemical compound in bioscience, finds wide-ranging applications. Here are four key uses presented with high perplexity and burstiness:

Peptide Synthesis: Acting as a fundamental building block in complex peptide synthesis, Nα-Benzyl-D-alanine methyl ester hydrochloride plays a crucial role. Its protective benzyl group facilitates selective reactions, guiding researchers in crafting precise peptide sequences with meticulous control over functional group modifications.

Pharmacological Studies: In pharmaceutical exploration, this compound emerges as a cornerstone for developing and evaluating new drugs. By integrating Nα-Benzyl-D-alanine methyl ester hydrochloride into drug candidates, researchers can gauge their effectiveness and bioactivity. It serves as a pivotal intermediate in the generation of peptide-based therapeutic agents, fueling advancements in drug discovery.

Enzyme Inhibition Research: Delving into enzyme inhibition mechanisms, Nα-Benzyl-D-alanine methyl ester hydrochloride stands out as a key player. By functioning as a competitive inhibitor, it sheds light on the intricate interactions between specific enzymes and substrates. This knowledge is indispensable for designing inhibitors tailored for therapeutic applications, especially in combating diseases associated with irregular enzyme activities.

Protein Engineering: Elevating protein engineering endeavors, this compound facilitates the refinement of amino acid sequences to enhance protein properties. Its inclusion can modify protein folding, stability, and activity, empowering scientists to customize proteins for specific purposes. This capability proves invaluable in creating enzymes with heightened industrial or therapeutic functionalities, driving innovation in protein design and application.

1. Asymmetric Total Synthesis of Griseofamine B and Its Three Stereoisomers
Tao Sheng, Caiyun Ma, Guangyan Zhang, Xuan Pan, Zhanzhu Liu J Nat Prod. 2022 Apr 22;85(4):1128-1133. doi: 10.1021/acs.jnatprod.2c00069. Epub 2022 Mar 3.
The first total synthesis of griseofamine B is described starting from l-4-bromo tryptophan methyl ester hydrochloride via five steps and in 18% overall yield. Its three stereoisomers were also synthesized following the same procedure with the yields of 5%, 19%, and 5%, respectively. In vitro antibacterial activities were also evaluated. All four compounds exhibited less potent activity than griseofamine A.
2. l-Alanine methyl ester hydro-chloride monohydrate
Martin Lutz, Arie Schouten Acta Crystallogr Sect E Struct Rep Online. 2011 Feb 9;67(Pt 3):o586. doi: 10.1107/S160053681100420X.
The enanti-opure title compound, C(4)H(10)NO(2) (+)·Cl(-)·H(2)O, forms a two-dimensional network by inter-molecular hydrogen bonding parallel to (010). Non-merohedral twinning with a twofold rotation about the reciprocal c* axis as twin operation was taken into account during intensity integration and structure refinement. This twinning leads to alternative orientations of the stacked hydrogen-bonded layers.
Online Inquiry
Verification code
Inquiry Basket