38168-82-0

Basic information

• Product Name: (2R)-2-hydroxy-1-oxopropane-1,3-diyl bis[dihydrogen (phosphate)]
• CAS NO: 38168-82-0
• Molecular Formula: C₃H₈O₁₀P₂
• Molecular Weight: 266.0371
• Mol File: 38168-82-0.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 638.7°C at 760 mmHg
• Flash Point: 340°C
• Density: 2.143g/cm³
• Vapor Pressure: 5.32E-19mmHg at 25°C
• Refractive Index: 1.572
• CAS DataBase Reference: (2R)-2-hydroxy-1-oxopropane-1,3-diyl bis[dihydrogen (phosphate)](CAS DataBase Reference)
• NIST Chemistry Reference: (2R)-2-hydroxy-1-oxopropane-1,3-diyl bis[dihydrogen (phosphate)](38168-82-0)
• EPA Substance Registry System: (2R)-2-hydroxy-1-oxopropane-1,3-diyl bis[dihydrogen (phosphate)](38168-82-0)

Safety Data

• Hazardous Substances Data: 38168-82-0(Hazardous Substances Data)

Upstream product

• 591-57-1 D-glyceraldehyde-3-phosphate 
• 820-11-1 D-(-)-3-phosphoglyceric acid 
• 56-65-5 L-ATP 
• 820-11-1 3-phosphoglyceric acid 
• 784151-35-5 β-L-GTP 
• 142-10-9 DL-glyceraldehyde 3-phosphate 
• 24027-80-3 2',3'-dideoxyadenosine 5'-triphosphate 
• 68726-28-3 2',3'-dideoxyguanosine-5'-triphosphate 
• 66341-18-2 Acyclovir triphosphate 
• 13191-15-6 β-L-CTP 
• 65-47-4 cytidine triphosphate 
• 365-08-2 dTTP 
• 63-39-8 UTP 
• 1927-31-7 dATP 

Downstream Products

• 820-11-1 D-(-)-3-phosphoglyceric acid 
• 820-11-1 3-phosphoglyceric acid 
• 56-65-5 ATP 

Relevant articles and documents

carba Nicotinamide Adenine Dinucleotide Phosphate: Robust Cofactor for Redox Biocatalysis

Here we report a new robust nicotinamide dinucleotide phosphate cofactor analog (carba-NADP+) and its acceptance by many enzymes in the class of oxidoreductases. Replacing one ribose oxygen with a methylene group of the natural NADP+ was found to enhance stability dramatically. Decomposition experiments at moderate and high temperatures with the cofactors showed a drastic increase in half-life time at elevated temperatures since it significantly disfavors hydrolysis of the pyridinium-N?glycoside bond. Overall, more than 27 different oxidoreductases were successfully tested, and a thorough analytical characterization and comparison is given. The cofactor carba-NADP+ opens up the field of redox-biocatalysis under harsh conditions.

Kinetic and mechanistic characterization of the glyceraldehyde 3-phosphate dehydrogenase from Mycobacterium tuberculosis

Glyceraldehyde 3-phosphate dehydrogenase (GAPDH) is a glycolytic protein responsible for the conversion of glyceraldehyde 3-phosphate (G3P), inorganic phosphate and nicotinamide adenine dinucleotide (NAD+) to 1,3-bisphosphoglycerate (1,3-BPG) and the reduced form of nicotinamide adenine dinucleotide (NADH). Here we report the characterization of GAPDH from Mycobacterium tuberculosis (Mtb). This enzyme exhibits a kinetic mechanism in which first NAD+, then G3P bind to the active site resulting in the formation of a covalently bound thiohemiacetal intermediate. After oxidation of the thiohemiacetal and subsequent nucleotide exchange (NADH off, NAD+ on), the binding of inorganic phosphate and phosphorolysis yields the product 1,3-BPG. Mutagenesis and iodoacetamide (IAM) inactivation studies reveal the conserved C158 to be responsible for nucleophilic catalysis and that the conserved H185 to act as a catalytic base. Primary, solvent and multiple kinetic isotope effects revealed that the first half-reaction is rate limiting and utilizes a step-wise mechanism for thiohemiacetal oxidation via a transient alkoxide to promote hydride transfer and thioester formation.