N-α-(9-Fluorenylmethoxycarbonyl)-L-alanine hydrate
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N-α-(9-Fluorenylmethoxycarbonyl)-L-alanine hydrate

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Category
Fmoc-Amino Acids
Catalog number
BAT-005435
CAS number
207291-76-7
Molecular Formula
C18H17NO4H2O
Molecular Weight
329.36
N-α-(9-Fluorenylmethoxycarbonyl)-L-alanine hydrate
IUPAC Name
(2S)-2-(9H-fluoren-9-ylmethoxycarbonylamino)propanoic acid;hydrate
Synonyms
Fmoc-Ala-OH H2O; N-Fmoc-L-alanine Hydrate; N-Fmoc-L-alanine monohydrate; L-ALANINE,N-[(9H-FLUOREN-9-YLMETHOXY)CARBONYL]-, HYDRATE(1:1); (2S)-2-(9H-fluoren-9-ylmethoxycarbonylamino)propanoic acid,hydrate
Appearance
White Crystalline Powder
Purity
≥ 95%
Melting Point
155-158 °C (lit.)
InChI
InChI=1S/C18H17NO4.H2O/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);1H2/t11-;/m0./s1
InChI Key
GAPWKFLOMOFHGO-MERQFXBCSA-N
Canonical SMILES
CC(C(=O)O)NC(=O)OCC1C2=CC=CC=C2C3=CC=CC=C13.O

N-α-(9-Fluorenylmethoxycarbonyl)-L-alanine hydrate, a pivotal protected amino acid derivative, is instrumental in peptide synthesis. Here are the key applications, presented with a high degree of perplexity and burstiness:

Peptide Synthesis: Central to solid-phase peptide synthesis (SPPS), N-α-(9-Fluorenylmethoxycarbonyl)-L-alanine hydrate serves as a foundational component. Its Fmoc protective group, selectively removable under mild alkaline conditions, enables sequential peptide elongation. This compound is crucial for the precise and efficient construction of both concise peptides and elaborate proteins.

Drug Development: Integrating N-α-(9-Fluorenylmethoxycarbonyl)-L-alanine hydrate into synthetic peptides facilitates the generation of innovative therapeutics. These peptides can mimic biological processes or disrupt disease pathways, making them valuable in treating conditions like cancer, diabetes, and infectious diseases. Researchers can enhance peptide characteristics such as stability, bioavailability, and target specificity by utilizing this versatile compound.

Biochemical Research: At the forefront of biochemical exploration, N-α-(9-Fluorenylmethoxycarbonyl)-L-alanine hydrate plays a crucial role in probing protein-protein interactions and enzyme mechanisms. By incorporating it into synthetic peptides, scientists can create tailored sequences to investigate protein functions and structures. This deep insight aids in uncovering fundamental biological processes and identifying potential targets for therapeutic interventions.

Materials Science: Extending beyond traditional biological realms, synthetic peptides containing N-α-(9-Fluorenylmethoxycarbonyl)-L-alanine hydrate have significance in materials science. These peptides can self-assemble into nanostructures like hydrogels and nanofibers, applicable in diverse fields such as drug delivery, tissue engineering, and biosensing. Leveraging Fmoc-protected amino acids allows for precise manipulation and customization of the properties and functionalities of these advanced materials.

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