Aloc-Ala-OH
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Aloc-Ala-OH

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Category
L-Amino Acids
Catalog number
BAT-015085
CAS number
90508-28-4
Molecular Formula
C7H11NO4
Molecular Weight
173.17
Aloc-Ala-OH
IUPAC Name
(2S)-2-(prop-2-enoxycarbonylamino)propanoic acid
Synonyms
N-[(2-Propen-1-yloxy)carbonyl]-L-alanine; (2S)-2-[[(Prop-2-en-1-yloxy)carbonyl]amino]propanoic Acid; Alloc-Ala-OH; N-(Allyloxycarbonyl)alanine; N-Alloc-L-alanine; N-Allyloxycarbonyl-L-alanine; (S)-2-(((Allyloxy)carbonyl)amino)propanoic acid
Related CAS
115491-98-0 (DCHA)
Appearance
Liquid or Solid or Semi-Solid
Purity
≥95%
Density
1.182±0.06 g/cm3 (Predicted)
Melting Point
139-142°C
Boiling Point
324.2±35.0°C (Predicted)
Storage
Store at -20°C
InChI
InChI=1S/C7H11NO4/c1-3-4-12-7(11)8-5(2)6(9)10/h3,5H,1,4H2,2H3,(H,8,11)(H,9,10)/t5-/m0/s1
InChI Key
YLYYGPXCIWHLPP-YFKPBYRVSA-N
Canonical SMILES
CC(C(=O)O)NC(=O)OCC=C

Aloc-Ala-OH, a synthetic amino acid derivative, finds diverse applications in biochemical and pharmaceutical domains. Here are the key applications narrated with high perplexity and burstiness:

Peptide Synthesis: Embracing Aloc-Ala-OH in solid-phase peptide synthesis (SPPS) is a common practice owing to its protective group attributes. The aloc group shields the amino function, thwarting undesired side reactions during the intricate assembly of peptide chains. This streamlined process facilitates the synthesis of intricate peptides and proteins, culminating in products of exceptional purity.

Protein Engineering: Within the realm of protein engineering, Aloc-Ala-OH emerges as a versatile tool for exploring the impacts of specific amino acid alterations on protein structure and function. By judiciously introducing Aloc-Ala-OH, researchers can delve into the roles of specific residues in terms of enzymatic activity, stability, or interactions with other molecules. This enables the design of proteins with tailored properties for various therapeutic and industrial applications, pushing the boundaries of protein design.

Chemical Biology: The versatility of Aloc-Ala-OH extends to the domain of chemical biology, where it serves as a fundamental building block for crafting bioorthogonal probes and reagents. These probes play a crucial role in labeling, tracking, or modifying biological molecules within live cells, offering a real-time glimpse into dynamic biological processes.

Drug Development: In the arena of pharmaceutical research, Aloc-Ala-OH plays a pivotal role in the design of prodrugs and drug conjugates. The strategic incorporation of the aloc group allows for selective removal under gentle conditions, enabling controlled activation of the drug molecule. This precise activation strategy enhances the stability and bioavailability of therapeutic compounds, leading to the development of improved drug formulations and targeted delivery systems that hold immense promise for advancing drug development practices.

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