Boc-3-(4-thiazolyl)-D-alanine
Need Assistance?
  • US & Canada:
    +
  • UK: +

Boc-3-(4-thiazolyl)-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-007968
CAS number
134107-69-0
Molecular Formula
C11H16N2O4S
Molecular Weight
272.32
Boc-3-(4-thiazolyl)-D-alanine
IUPAC Name
(2R)-2-[(2-methylpropan-2-yl)oxycarbonylamino]-3-(1,3-thiazol-4-yl)propanoic acid
Synonyms
Boc-D-Ala(4-thiazoyl)-OH; (R)-2-((tert-Butoxycarbonyl)amino)-3-(thiazol-4-yl)propanoic acid; (2R)-2-[(tert-butoxycarbonyl)amino]-3-(1,3-thiazol-4-yl)propanoic acid; Boc-D-Ala(4-Thz)-OH
Appearance
White powder
Purity
≥ 99% (Chiral purity)
Density
1.288 g/cm3 (Predicted)
Boiling Point
456.8±40.0 °C (Predicted)
Storage
Store at 2-8 °C
InChI
InChI=1S/C11H16N2O4S/c1-11(2,3)17-10(16)13-8(9(14)15)4-7-5-18-6-12-7/h5-6,8H,4H2,1-3H3,(H,13,16)(H,14,15)/t8-/m1/s1
InChI Key
RVXBTZJECMMZSB-MRVPVSSYSA-N
Canonical SMILES
CC(C)(C)OC(=O)NC(CC1=CSC=N1)C(=O)O

Boc-3-(4-thiazolyl)-D-alanine, a protective amino acid derivative, finds its primary utility in peptide synthesis. Here are the key applications intricately presented with high perplexity and burstiness:

Peptide Synthesis: Serving as a foundational component in solid-phase peptide synthesis, Boc-3-(4-thiazolyl)-D-alanine acts as a shield for amino groups thwarting undesirable side reactions as peptide chains elongate. Post-synthesis the Boc group can be selectively shed under acidic conditions yielding impeccably pure peptides.

Protease Inhibitor Design: By integrating this compound into peptide sequences, researchers probe the realms of protease inhibitor design. The thiazolyl group orchestrates precise interactions with protease active sites facilitating the crafting of potent inhibitors. These inhibitors vital in enzymology research and therapeutic drug innovation denote a milestone in molecular warfare.

Structure-Activity Relationship (SAR) Studies: Instrumental in SAR exploration, Boc-3-(4-thiazolyl)-D-alanine serves as a linchpin in deciphering the thiazole ring's impact on biological activity. Through strategic embedding within diverse peptide sequences, researchers unravel the intricate dance between structural alterations and functional repercussions. This dance of modifications is a pivotal step in refining peptide-based drugs and other bioactive entities.

Pharmaceutical Development: Embraced by the pharmaceutical landscape, this compound metamorphoses into a key player in crafting peptide-based drugs possessing heightened stability and bioactivity. The incorporation of Boc-3-(4-thiazolyl)-D-alanine heralds improvements in the pharmacokinetic characteristics of peptide therapeutics ushering in a new era of prolonged efficacy and mitigated degradation in therapeutic candidates.

Online Inquiry
Verification code
Inquiry Basket