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3-(2-Pyridyl)-D-Ala-OH

* Please kindly note that our products are not to be used for therapeutic purposes and cannot be sold to patients.

Category

D-Amino Acids

Catalog number

BAT-014105

CAS number

37535-52-7

Molecular Formula

C8H10N2O2

Molecular Weight

166.18

IUPAC Name

(2R)-2-amino-3-pyridin-2-ylpropanoic acid

Synonyms

3-(2-Pyridyl)-D-Ala-OH

Appearance

White to Off-white Powder

Purity

≥ 99% by HPLC

Density

1.271±0.06 g/cm3(Predicted)

Boiling Point

322.4±32.0 °C(Predicted)

Storage

Store at 2-8 °C

InChI

InChI=1S/C8H10N2O2/c9-7(8(11)12)5-6-3-1-2-4-10-6/h1-4,7H,5,9H2,(H,11,12)/t7-/m1/s1

InChI Key

PDRJLZDUOULRHE-SSDOTTSWSA-N

Canonical SMILES

C1=CC=NC(=C1)CC(C(=O)O)N

3-(2-Pyridyl)-D-Ala-OH, a versatile compound with wide-ranging applications in synthetic chemistry and pharmaceutical research, is explored through the lens of high perplexity and burstiness in the following the key applications:

Peptide Synthesis: Serving as a fundamental building block in peptide synthesis, 3-(2-Pyridyl)-D-Ala-OH plays a pivotal role in crafting peptides with modified properties and functionalities. This molecular tool is essential for the development of peptide-based drugs and the investigation of intricate protein-peptide interactions, showcasing its versatility in the realm of biochemistry.

Drug Design and Development: Positioned at the forefront of medicinal chemistry, this compound is a cornerstone in the creation of novel therapeutic agents with enhanced efficacy. Its distinctive pyridyl moiety interacts adeptly with biological targets, aiding in the discovery of potent and selective drugs. Scientists harness its structural adaptability to refine drug properties and elevate therapeutic outcomes, exemplifying innovation in pharmaceutical research.

Bioconjugation: Embracing bioconjugation methodologies, 3-(2-Pyridyl)-D-Ala-OH facilitates the linkage of peptides to diverse biomolecules or surfaces, enabling the synthesis of conjugates for precise drug delivery, diagnostic assays, and imaging modalities. The versatile pyridyl functionality serves as a multifaceted connector for attachment to a spectrum of functional groups, showcasing its utility in the intricate landscape of bioconjugation strategies.

Receptor-Ligand Studies: As a pivotal tool in receptor-ligand interaction studies, 3-(2-Pyridyl)-D-Ala-OH offers insights into binding mechanisms and activity modulation. By integrating this compound into ligands, researchers unravel the impact of structural modifications on binding affinity and receptor activation, paving the way for a deeper comprehension of receptor functions and the refinement of therapeutic design strategies.

1. Electrocatalytic CO2 Reduction by [Re(CO)3Cl(3-(pyridin-2-yl)-5-phenyl-1,2,4-triazole)] and [Re(CO)3Cl(3-(2-pyridyl)-1,2,4-triazole)]

Phuong N Nguyen, Thi-Bich-Ngoc Dao, Trang T Tran, Ngoc-Anh T Tran, Tu A Nguyen, Thao-Dang L Phan, Loc P Nguyen, Vinh Q Dang, Tuan M Nguyen, Nam N Dang ACS Omega. 2022 Sep 14;7(38):34089-34097. doi: 10.1021/acsomega.2c03278. eCollection 2022 Sep 27.

The exploration of novel electrocatalysts for CO2 reduction is necessary to overcome global warming and the depletion of fossil fuels. In the current study, the electrocatalytic CO2 reduction of [Re(CO)3Cl(N-N)], where N-N represents 3-(2-pyridyl)-1,2,4-triazole (Hpy), 3-(pyridin-2-yl)-5-phenyl-l,2,4-triazole (Hph), and 2,2'-bipyridine-4,4' dicarboxylic acidic (bpy-COOH) ligands, was investigated. In CO2-saturated electrolytes, cyclic voltammograms showed an enhancement of the current at the second reduction wave for all complexes. In the presence of triethanolamine (TEOA), the currents of Re(Hpy), Re(Hph), and Re(bpy-COOH) enhanced significantly by approximately 4-, 2-, and 5-fold at peak potentials of -1.60, -150, and -1.69 VAg/Ag+, respectively (in comparison to without TEOA). The reduction potential of Re(Hph) was less negative than those of Re(Hpy) and Re(COOH), which was suggested to cause its least efficiency for CO2 reduction. Chronoamperometry measurements showed the stability of the cathodic current at the second reduction wave for at least 300 s, and Re(COOH) was the most stable in the CO2-catalyzed reduction. The appearance and disappearance of the absorption band in the UV/vis spectra indicated the reaction of the catalyst with molecular CO2 and its conversion to new species, which were proposed to be Re-DMF + and Re-TEOA and were supposed to react with CO2 molecules. The CO2 molecules were claimed to be captured and inserted into the oxygen bond of Re-TEOA, resulting in the enhancement of the CO2 reduction efficiency. The results indicate a new way of using these complexes in electrocatalytic CO2 reduction.