Fmoc-L-alanine
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Fmoc-L-alanine

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N-Fmoc-L-alanine is a Fmoc-protected form of L-Alanine. L-Alanine is used to make in-vivo measurement of glucose and alanine metabolism in studies of patients with diabetes. L-Alanine is a non-essential amino acid for human development and is one of the 20 amino acids encoded by the genetic code.

Category
Fmoc-Amino Acids
Catalog number
BAT-003730
CAS number
35661-39-3
Molecular Formula
C18H17NO4
Molecular Weight
311.30
Fmoc-L-alanine
IUPAC Name
(2S)-2-(9H-fluoren-9-ylmethoxycarbonylamino)propanoic acid
Synonyms
Fmoc-L-Ala-OH; N-[(9H-Fluoren-9-ylMethoxy)carbonyl]-L-alanine Hydrate; Fmoc-Ala-OH Hydrate; (S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)propanoic acid; 9-fluorenylmethoxycarbonyl-Ala-OH; Fmoc-L-alpha-Alanine
Appearance
White to off-white powder
Purity
≥ 99.8% (Chiral HPLC)
Density
1.2626 g/cm3
Melting Point
113-122 °C
Boiling Point
451.4 °C
Storage
Store at 2-8 °C
InChI
InChI=1S/C18H17NO4/c1-11(17(20)21)19-18(22)23-10-16-14-8-4-2-6-12(14)13-7-3-5-9-15(13)16/h2-9,11,16H,10H2,1H3,(H,19,22)(H,20,21)/t11-/m0/s1
InChI Key
QWXZOFZKSQXPDC-NSHDSACASA-N
Canonical SMILES
CC(C(=O)O)NC(=O)OCC1C2=CC=CC=C2C3=CC=CC=C13

Fmoc-L-alanine, a derivative of alanine, commonly employed in peptide synthesis, serves as a cornerstone in various applications. Here are the key applications of Fmoc-L-alanine, presented with high perplexity and burstiness:

Peptide Synthesis: Foundational in the solid-phase synthesis of peptides, Fmoc-L-alanine plays a vital role in constructing peptide chains. The Fmoc group shields the amino group throughout the synthesis process, allowing for the stepwise addition of amino acids. Widely adopted in research and pharmaceutical sectors, this method is instrumental in crafting peptides for diverse purposes, including drug development and biological investigations.

Drug Discovery: In the realm of drug discovery, Fmoc-L-alanine is harnessed to generate peptide libraries for efficient high-throughput screening. These libraries undergo screening against varied targets to pinpoint peptides exhibiting desired biological activities. This methodology expedites the identification of potential therapeutic candidates and aids in comprehending intricate protein-ligand interactions, paving the way for innovative drug discoveries.

Structural Biology: Employed in structurally analyzing peptides using techniques such as X-ray crystallography and NMR spectroscopy, Fmoc-L-alanine facilitates the preparation of peptides for detailed studies. By integrating Fmoc-L-alanine into peptide sequences, researchers scrutinize protein folding, stability, and molecular interactions. Such insights are pivotal in unraveling the mechanisms underpinning biological processes and play a pivotal role in designing bioactive peptides.

Bioconjugation: In the realm of bioconjugation, Fmoc-L-alanine finds utility in linking peptides to diverse biomolecules like antibodies or nanoparticles. This technique enables the creation of peptide-based probes, targeted drug delivery systems, and diagnostic agents. Bioconjugates incorporating Fmoc-L-alanine peptides emerge as potent tools in therapeutic and diagnostic applications, offering specificity and functionality in precisely targeting biological systems.

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