100991-92-2 Usage
Description
1,4-Dideoxy-1,4-imino-D-arabinitol hydrochloride, also known as DAB, is a naturally occurring pyrrolidine alkaloid derived from plants such as Arachniodes standishii and Angylocalyx boutiqueanus. It is recognized for its ability to inhibit glycogen phosphorylase, a key enzyme in the process of glycogenolysis, which is the breakdown of glycogen to glucose.
Uses
Used in Pharmaceutical Industry:
1,4-Dideoxy-1,4-imino-D-arabinitol hydrochloride is used as an α-glucosidase (GAA) inhibitor for managing conditions related to glucose metabolism. Its inhibitory action on glycogen phosphorylase makes it a potential candidate for the treatment of diseases characterized by abnormal glucose metabolism, such as diabetes.
Used in Research Applications:
In the field of medical and biochemical research, DAB is utilized as a tool to study the role of glycogen phosphorylase in glycogenolysis. By inhibiting this enzyme, researchers can gain insights into the regulation of glucose production and its impact on various physiological processes.
Used in Drug Development:
The inhibitory properties of DAB make it a valuable compound in the development of new drugs targeting glycogenolysis-related conditions. Its potential application in the treatment of diabetes and other glucose metabolism disorders highlights its importance in the pharmaceutical sector.
Biochem/physiol Actions
Inhibitor of glycogen phosphorylase and α-glucosidases.
Check Digit Verification of cas no
The CAS Registry Mumber 100991-92-2 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,0,0,9,9 and 1 respectively; the second part has 2 digits, 9 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 100991-92:
(8*1)+(7*0)+(6*0)+(5*9)+(4*9)+(3*1)+(2*9)+(1*2)=112
112 % 10 = 2
So 100991-92-2 is a valid CAS Registry Number.
100991-92-2Relevant articles and documents
Regiospecific formation of sugar-derived ketonitrone towards unconventional: C -branched pyrrolizidines and indolizidines
Massicot, Fabien,Messire, Gatien,Vallée, Alexis,Vasse, Jean-Luc,Py, Sandrine,Behr, Jean-Bernard
, p. 7066 - 7077 (2019/08/01)
The synthesis of unprecedented branched pyrrolizidines and indolizidines was accomplished via nitrone chemistry. The required ketonitrone, a known intermediate usually obtained as a mixture of regioisomers, was prepared in a pure form from d-arabinose by
A concise enantioselective synthesis of 1,4-dideoxy-1,4-imino-D-arabinitol using Co(III)(salen)-catalyzed hydrolytic kinetic resolution of a two-stereocentered anti-azido epoxide
Reddi, Rambabu N.,Prasad, Pragati K.,Kalshetti, Rupali G.,Sudalai, Arumugam
, p. 162 - 165 (2017/01/10)
A concise enantioselective synthesis of 1,4-dideoxy-1,4-imino-D-arabinitol, (+)-DAB-1, has been described in good overall yield (18.1%) and with high enantiomeric purity (up to 98% ee) starting from a simple raw material, cis-2-butene-1,4-diol. The Co-catalyzed hydrolytic kinetic resolution of a two-stereocentered racemic azido epoxide followed by asymmetric dihydroxylation of the alkene and ‘one pot’ reductive cyclisation of the azido diol are key reactions in the synthetic sequence.
A versatile approach to N-alkylated 1,4-dideoxy-1,4-imino-d-arabinitols and 1,4-dideoxy-1,4-imino-l-xylitols
Wang, Guan-Nan,Yang, Lin,Zhang, Li-He,Ye, Xin-Shan
experimental part, p. 2001 - 2009 (2011/06/20)
A versatile and concise synthesis of N-alkylated 1,4-dideoxy-1,4-imino-d- arabinitol and 1,4-dideoxy-1,4-imino-l-xylitol derivatives is described. These were prepared using pseudohemiketal lactams as key intermediates, which in turn were obtained from suc
