N-α-(t-Butoxycarbonyl)-β-chloro-D-alanine
Need Assistance?
  • US & Canada:
    +
  • UK: +

N-α-(t-Butoxycarbonyl)-β-chloro-D-alanine

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

Category
BOC-Amino Acids
Catalog number
BAT-005049
CAS number
87156-12-5
Molecular Formula
C8H14ClNO4
Molecular Weight
223.65
N-α-(t-Butoxycarbonyl)-β-chloro-D-alanine
IUPAC Name
(2S)-3-chloro-2-[(2-methylpropan-2-yl)oxycarbonylamino]propanoic acid
Synonyms
Boc-D-Ala(3-Cl)-OH; Boc-D-Ala(β-Cl)-OH; N-α-(t-Butoxycarbonyl)-3-chloro-D-alanine; (2S)-3-chloro-2-[(2-methylpropan-2-yl)oxycarbonylamino]propanoic acid
InChI
InChI=1S/C8H14ClNO4/c1-8(2,3)14-7(13)10-5(4-9)6(11)12/h5H,4H2,1-3H3,(H,10,13)(H,11,12)/t5-/m1/s1
InChI Key
NMRCVEILBKVWIK-RXMQYKEDSA-N
Canonical SMILES
CC(C)(C)OC(=O)NC(CCl)C(=O)O

N-α-(t-Butoxycarbonyl)-β-chloro-D-alanine, a versatile chemical reagent, finds applications in synthetic and research settings. Here are the key applications presented with high perplexity and burstiness:

Peptide Synthesis: A staple in solid-phase peptide synthesis, N-α-(t-Butoxycarbonyl)-β-chloro-D-alanine acts as a shielded amino acid facilitating selective reactions and thwarting unwanted side reactions. This protective group enables the creation of intricate peptide sequences with unparalleled precision and efficacy.

Pharmaceutical Development: A cornerstone in pharmaceutical innovation, this compound plays a pivotal role in synthesizing peptidomimetics, enhancing drug stability and bioavailability. By integrating it into new pharmaceuticals, researchers can craft drugs with heightened therapeutic efficacy, ushering in a new era of treatment modalities.

Biochemical Studies: At the forefront of enzyme research, scientists employ N-α-(t-Butoxycarbonyl)-β-chloro-D-alanine to delve into enzyme-substrate interactions. By incorporating this compound into substrate analogs, researchers unravel the intricacies of enzyme recognition and processing mechanisms, shedding light on enzyme functionality and aiding in the development of enzyme inhibitors.

Chemical Biology: A valuable asset in the realm of chemical biology, N-α-(t-Butoxycarbonyl)-β-chloro-D-alanine acts as a potent tool for probing protein function and interactions. The chlorinated β-alanine residue serves as a reactive site for crosslinking studies, enabling the stabilization of protein complexes and facilitating the controlled exploration of protein-protein interactions.

Online Inquiry
Verification code
Inquiry Basket