Ala-His

Ala-His pairs a small aliphatic residue with an imidazole-bearing histidine, enabling investigation of proton-exchange mechanisms. The dipeptide supports studies of hydrogen bonding, pH-responsive interactions, and conformational sampling. Researchers employ it as a model for enzymatic recognition. Uses include peptide design, folding analysis, and biophysical characterization.

Designed for biological research and industrial applications, not intended for individual clinical or medical purposes.
Ala-His(CAS 3253-17-6)

CAT No: R2460

CAS No:3253-17-6

Synonyms/Alias:Ala-His;H-Ala-His-OH;3253-17-6;L-alanyl-L-histidine;alanyl-histidine;Alanylhistidine;L-Ala-L-His;N-L-Alanyl-L-histidine;CHEMBL1221620;CHEBI:73771;DTXSID201016440;(S)-2-((S)-2-Aminopropanamido)-3-(1H-imidazol-5-yl)propanoic acid;(2S)-2-[[(2S)-2-aminopropanoyl]amino]-3-(1H-imidazol-5-yl)propanoic acid;CHEBI:74388;AH dipeptide;A-H Dipeptide;MFCD00037853;Alanine Histidine dipeptide;Alanine-Histidine dipeptide;SCHEMBL308989;XZWXFWBHYRFLEF-FSPLSTOPSA-N;DTXCID101474629;BDBM50348857;AKOS010421081;AKOS015893950;FA107964;NS00045703;F76020;Q27144099;(S)-2-((S)-2-Aminopropanamido)-3-(1H-imidazol-5-yl)propanoicacid;(S)-2-((S)-2-aminopropanamido)-3-(1H-imidazol-4-yl)propanoic acid;221-845-3;

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M.F/Formula
C9H14N4O3
M.W/Mr.
226.23
Sequence
One Letter Code:AH
Three Letter Code:H-Ala-His-OH

Ala-His, also known as Alanyl-histidine, is a dipeptide composed of the amino acids alanine and histidine linked by a peptide bond. This compound is characterized by its stability and versatility, making it a valuable tool in various biochemical and biotechnological research settings. Its unique structure allows it to participate in peptide mapping, enzymatic studies, and as a model molecule for investigating peptide transport and metabolism. Researchers are drawn to its compatibility with a range of experimental conditions, as well as its ability to serve as a reference standard in analytical techniques. The presence of both a nonpolar and an imidazole-containing residue provides Ala-His with distinct chemical properties, facilitating its use in diverse scientific applications.

Peptide Transport Studies: Ala-His is frequently utilized in research focused on the mechanisms of peptide transport across biological membranes. Its structure allows it to mimic naturally occurring dipeptides, making it an ideal substrate for studying peptide transporters such as PEPT1 and PEPT2. By tracing the uptake and movement of Alanyl-histidine in cellular or vesicular systems, scientists can elucidate the specificity, kinetics, and regulation of these transporters, contributing to a deeper understanding of nutrient absorption and drug delivery mechanisms in biological systems.

Enzyme Substrate Characterization: In enzymology, Alanyl-histidine serves as a model substrate for peptidases and proteases. Its defined sequence makes it suitable for kinetic studies and for probing enzyme specificity, particularly for enzymes that recognize or cleave dipeptide bonds. Researchers employ this dipeptide to investigate catalytic mechanisms, inhibitor screening, and the structural determinants of substrate recognition, thereby advancing the development of enzyme modulators and enhancing knowledge of peptide bond hydrolysis.

Analytical Method Development: Alanyl-histidine is valuable in the development and validation of analytical methods such as high-performance liquid chromatography (HPLC) and mass spectrometry. Its well-characterized properties enable its use as a calibration standard or reference compound, ensuring the accuracy and reproducibility of peptide quantification protocols. Laboratories leverage Ala-His to optimize separation conditions, assess detection limits, and standardize analytical workflows, supporting robust data generation in peptide research.

Nutritional and Metabolic Research: In studies of amino acid metabolism and nutrition, this dipeptide provides insights into digestion, absorption, and metabolic fate of dietary peptides. Its application in in vitro and in vivo models helps elucidate the bioavailability and metabolic pathways of dipeptides, informing research on protein digestion and nutrient utilization. By tracking the metabolic conversion and transport of Ala-His, scientists gain a better understanding of peptide-based nutrient supplementation and its physiological implications.

Protein Engineering and Peptide Synthesis: Ala-His also plays a role in the optimization of peptide synthesis protocols and the engineering of novel peptide sequences. Its incorporation into synthetic peptides allows researchers to evaluate the efficiency of coupling reactions, study peptide folding, and design peptide-based biomaterials. The dipeptide's reactivity and compatibility with various synthetic strategies make it a useful component in the development of functionalized peptides and the exploration of peptide structure-activity relationships. Through these diverse applications, Alanyl-histidine continues to support advancements in biochemical, analytical, and nutritional sciences, serving as a foundational tool for research and innovation.

InChI
InChI=1S/C9H14N4O3/c1-5(10)8(14)13-7(9(15)16)2-6-3-11-4-12-6/h3-5,7H,2,10H2,1H3,(H,11,12)(H,13,14)(H,15,16)/t5-,7-/m0/s1
InChI Key
XZWXFWBHYRFLEF-FSPLSTOPSA-N

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