186091-03-2Relevant academic research and scientific papers
Direct Synthesis of Free α-Amino Acids by Telescoping Three-Step Process from 1,2-Diols
Inada, Haruki,Shibuya, Masatoshi,Yamamoto, Yoshihiko
supporting information, p. 709 - 713 (2019/01/25)
A practical telescoping three-step process for the syntheses of α-amino acids from the corresponding 1,2-diols has been developed. This process enables the direct synthesis of free α-amino acids without any protection/deprotection step. This method was also effective for the preparation of a 15N-labeled α-amino acid. 1,2-Diols bearing α,β-unsaturated ester moieties afforded bicyclic α-amino acids through intramolecular [3 + 2] cycloadditions. A preliminary study suggests that the resultant α-amino acids are resolvable by aminoacylases with almost complete selectivity.
Syntheses of spacer-armed carbohydrate model compounds
Kerekgyarto, Janos,Nagy, Zoltan,Szurmai, Zoltan
, p. 107 - 115 (2007/10/03)
Commercially available chemicals, such as diethylene glycol, 1,9-nonanediol, 9-decen-1-ol, 1,2,6-hexanetriol, and p-nitrophenol were used to prepare spacer-armed carbohydrate derivatives. Glycosides of D-glucose, N-acetyl-D-glucosamine and 3-O-methyl-D-glucose have been synthesized, carrying reactive groups at the end of the spacer-arms. These glycosides are capable of forming neoglycoproteins. When bromo sugars were reacted with highly apolar aglycones in the presence of mercuric cyanide or mercuric bromide, a considerable amount of '2-OH-compounds' (such as 9-hydroxynonyl 3,4,6-tri-O-acetyl-β-D-glucopyranoside) were formed. Some spacer-armed derivatives (such as 9,10-epoxydecyl β-D-glucopyranoside) are theoretically a mixture of diastereomers, but this fact does not mirror in the 1H and 13C NMR spectra.
Synthesis and application of α-D-mannosyl clusters as photoaffinity ligands for mannose-binding proteins: Concanavalin A as a model receptor
Lehmann, Jochen,Weitzel, Uwe P.
, p. 65 - 94 (2007/10/03)
Mono-, di-, and tri-antennary α-D-mannopyranosyl derivatives were synthesized as oligosaccharide mimics. The compounds vary in the length of the acyclic aglyconic spacers linking, in the case of the di- and tri-antennary derivatives, the glycosyl endgroup
