20230-91-5

Basic information

• Product Name: 1-{5-O-[{[{[3,4-dihydroxy-4-(hydroxymethyl)tetrahydrofuran-2-yl]oxy}(hydroxy)phosphoryl]oxy}(hydroxy)phosphoryl]pentofuranosyl}pyrimidine-2,4(1H,3H)-dione
• Synonyms: UDP-alpha-D-apiose;Uridine 5'-(trihydrogen diphosphate), P'-D-apio-D-furanosyl ester
• CAS NO: 20230-91-5
• Molecular Formula: C₁₄H₂₂N₂O₁₆P₂
• Molecular Weight: 536.2758
• Mol File: 20230-91-5.mol
• Article Data: 1

Chemical Properties

• Density: 1.97g/cm³
• Refractive Index: 1.668
• PKA: 1.10±0.50(Predicted)
• CAS DataBase Reference: 1-{5-O-[{[{[3,4-dihydroxy-4-(hydroxymethyl)tetrahydrofuran-2-yl]oxy}(hydroxy)phosphoryl]oxy}(hydroxy)phosphoryl]pentofuranosyl}pyrimidine-2,4(1H,3H)-dione(CAS DataBase Reference)
• NIST Chemistry Reference: 1-{5-O-[{[{[3,4-dihydroxy-4-(hydroxymethyl)tetrahydrofuran-2-yl]oxy}(hydroxy)phosphoryl]oxy}(hydroxy)phosphoryl]pentofuranosyl}pyrimidine-2,4(1H,3H)-dione(20230-91-5)
• EPA Substance Registry System: 1-{5-O-[{[{[3,4-dihydroxy-4-(hydroxymethyl)tetrahydrofuran-2-yl]oxy}(hydroxy)phosphoryl]oxy}(hydroxy)phosphoryl]pentofuranosyl}pyrimidine-2,4(1H,3H)-dione(20230-91-5)

Safety Data

• Hazardous Substances Data: 20230-91-5(Hazardous Substances Data)

Upstream product

• 2616-64-0 UDP-glucuronic acid 

Downstream Products

• 26544-34-3 apiin 

Relevant articles and documents

Practical preparation of UDP-apiose and its applications for studying apiosyltransferase

UDP-apiose, a donor substrate of apiosyltransferases, is labile because of its intramolecular self-cyclization ability, resulting in the formation of apiofuranosyl-1,2-cyclic phosphate. Therefore, stabilization of UDP-apiose is indispensable for its availability and identifying and characterizing the apiosyltransferases involved in the biosynthesis of apiosylated sugar chains and glycosides. Here, we established a method for stabilizing UDP-apiose using bulky cations as counter ions. Bulky cations such as triethylamine effectively suppressed the degradation of UDP-apiose in solution. The half-life of UDP-apiose was increased to 48.1 ± 2.4 h at pH 6.0 and 25 °C using triethylamine as a counter cation. UDP-apiose coordinated with a counter cation enabled long-term storage under freezing conditions. UDP-apiose was utilized as a donor substrate for apigenin 7-O-β-D-glucoside apiosyltransferase to produce the apiosylated glycoside apiin. This apiosyltransferase assay will be useful for identifying genes encoding apiosyltransferases.