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Catalog Number:
07381
CAS Number:
205528-33-2
Fmoc-3-(4-thiazolyl)-D-alanine
Purity:
≥ 99% (Assay by titration on dried basis)
Synonym(s):
Fmoc-D-Ala(4-thiazoyl)-OH, (R-N-Fmoc-4-thiazoylalanine
Documents
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Product Information

Fmoc-3-(4-thiazolyl)-D-alanine is a versatile building block widely utilized in peptide synthesis and drug development. This compound features a fluorenylmethoxycarbonyl (Fmoc) protecting group, which is essential for the selective protection of amino acids during the synthesis of peptides. Its unique thiazole side chain enhances the compound's bioactivity, making it particularly valuable in the design of bioactive peptides and pharmaceuticals. Researchers appreciate its stability and compatibility with various coupling reagents, facilitating efficient synthesis processes.

In practical applications, Fmoc-3-(4-thiazolyl)-D-alanine is employed in the development of peptide-based therapeutics, including antimicrobial agents and enzyme inhibitors. Its ability to introduce thiazole moieties into peptide sequences can lead to improved biological activity and specificity. This compound is also significant in the field of medicinal chemistry, where it aids in the exploration of new drug candidates. With its robust properties and diverse applications, Fmoc-3-(4-thiazolyl)-D-alanine stands out as a crucial tool for researchers and industry professionals aiming to innovate in peptide chemistry.

Synonyms
Fmoc-D-Ala(4-thiazoyl)-OH, (R-N-Fmoc-4-thiazoylalanine
CAS Number
205528-33-2
Purity
≥ 99% (Assay by titration on dried basis)
Molecular Formula
C21H18N2O4S
Molecular Weight
394.45
MDL Number
MFCD00672569
PubChem ID
53394997
Melting Point
178 - 182 °C
Appearance
Almost white powder
Optical Rotation
[a]25D = 13 ± 1.5 ° (C=1 in MeOH)
Conditions
Store at 0 - 8 °C
General Information
Synonyms
Fmoc-D-Ala(4-thiazoyl)-OH, (R-N-Fmoc-4-thiazoylalanine
CAS Number
205528-33-2
Purity
≥ 99% (Assay by titration on dried basis)
Molecular Formula
C21H18N2O4S
Molecular Weight
394.45
MDL Number
MFCD00672569
PubChem ID
53394997
Melting Point
178 - 182 °C
Appearance
Almost white powder
Optical Rotation
[a]25D = 13 ± 1.5 ° (C=1 in MeOH)
Conditions
Store at 0 - 8 °C
Properties
Additional property information coming soon!
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Safety and Regulations
Hazmat
No
Antibiotic
No
DEA-regulated
No
Warnings
-
Applications

Fmoc-3-(4-thiazolyl)-D-alanine is widely utilized in research focused on:

  • Peptide Synthesis: This compound serves as a protective group in solid-phase peptide synthesis, allowing for the selective formation of peptide bonds while preventing unwanted reactions.
  • Drug Development: It plays a crucial role in the design of bioactive peptides, particularly in the pharmaceutical industry, where it aids in creating compounds with enhanced biological activity.
  • Bioconjugation: The chemical is used in bioconjugation processes, facilitating the attachment of peptides to various biomolecules, which is essential for developing targeted therapies.
  • Research in Neuroscience: Its derivatives are explored in studies related to neuropeptides, contributing to the understanding of neurological pathways and potential treatments for neurological disorders.
  • Antimicrobial Research: Fmoc-3-(4-thiazolyl)-D-alanine is investigated for its antimicrobial properties, making it valuable in the development of new antibiotics and treatments for resistant bacterial strains.

Citations