Fmoc-(Dmb)Ala-OH
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Fmoc-(Dmb)Ala-OH

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Category
Fmoc-Amino Acids
Catalog number
BAT-001984
CAS number
1425938-66-4
Molecular Formula
C27H27NO6
Molecular Weight
461.51
IUPAC Name
(2S)-2-[(2,4-dimethoxyphenyl)methyl-(9H-fluoren-9-ylmethoxycarbonyl)amino]propanoic acid
Synonyms
Fmoc-N-(2,4-dimethoxybenzyl)-Ala-OH; (2S)-2-[(2,4-dimethoxyphenyl)methyl-(9H-fluoren-9-ylmethoxycarbonyl)amino]propanoic acid
Appearance
White powder
Purity
≥ 97% (HPLC)
Density
1.259±0.06 g/cm3(Predicted)
Melting Point
58-93°C
Boiling Point
655.2±55.0 °C(Predicted)
Storage
Store at 2-8 °C
InChI
InChI=1S/C27H27NO6/c1-17(26(29)30)28(15-18-12-13-19(32-2)14-25(18)33-3)27(31)34-16-24-22-10-6-4-8-20(22)21-9-5-7-11-23(21)24/h4-14,17,24H,15-16H2,1-3H3,(H,29,30)/t17-/m0/s1
InChI Key
BTEPUGBDZZZLCU-KRWDZBQOSA-N
Canonical SMILES
CC(C(=O)O)N(CC1=C(C=C(C=C1)OC)OC)C(=O)OCC2C3=CC=CC=C3C4=CC=CC=C24

Fmoc-(Dmb)Ala-OH, a modified amino acid pivotal in peptide synthesis and biochemical research, finds extensive applications in various fields. Here are the key applications intricately presented with high perplexity and burstiness:

Peptide Synthesis: Playing a crucial role in solid-phase peptide synthesis, Fmoc-(Dmb)Ala-OH acts as a fundamental component, allowing for the integration of modified alanine residues. Its Fmoc protecting group imparts stability during the synthesis process, ensuring precise chain elongation and minimizing undesired side reactions. This compound is particularly valuable for crafting peptides with heightened biological activity or stability, showcasing its versatility in peptide design.

Drug Development: In the realm of drug development, Fmoc-(Dmb)Ala-OH emerges as a valuable tool for producing peptides and peptidomimetics that hold promise as potential therapeutic agents. By incorporating this modified amino acid, researchers can generate peptides with enhanced resistance to enzymatic degradation and optimized pharmacokinetic properties. These tailored peptides play a pivotal role in the quest for novel drugs with improved efficacy and safety profiles, highlighting the transformative potential of this compound in drug discovery.

Protein Engineering: Within the domain of protein engineering, Fmoc-(Dmb)Ala-OH is harnessed to introduce precise modifications into protein sequences, enabling the exploration of their effects on protein folding, function, and interactions. This capability facilitates the design of proteins with altered or enhanced characteristics, such as heightened stability or improved binding affinity. Researchers leverage these engineered proteins to delve into new frontiers in biotechnology and therapeutic protein development, fostering innovation in protein design.

Biochemical Research: In the realm of biochemical research, Fmoc-(Dmb)Ala-OH plays a pivotal role in synthesizing model peptides for probing protein-protein and protein-ligand interactions. By shedding light on the molecular mechanisms underlying these interactions, this compound contributes to a deeper understanding of essential biological processes. Such insights are invaluable across disciplines like structural biology, enzymology, and molecular pharmacology, enriching our knowledge of the intricate workings of biological systems.

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