1,3,4,6-Tetra-O-acetyl-N-azidoacetylmannosamine

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1,3,4,6-Tetra-O-acetyl-N-azidoacetylmannosamine

1,3,4,6-Tetra-O-acetyl-N-azidoacetylmannosamine | CAS 361154-30-5

Catalog Number R14-0383
Category Azides
Molecular Formula C16H22N4O10
Molecular Weight 430.37
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Product Introduction

Ac4ManNAz is a polyethylene glycol (PEG)-based PROTAC linker. Ac4ManNAz can be used in the synthesis of a series of PROTACs. 1,3,4,6-Tetra-O-acetyl-N-azidoacetylmannosamine is an acetylated derivative of mannosamine, classified as a protected azido sugar. Exhibiting high solubility in organic solvents, this compound serves as a versatile intermediate in metabolic glycoengineering. The azido group enables bioorthogonal labeling, facilitating the study of glycan biosynthesis and cellular glycosylation pathways. Researchers frequently employ it to introduce azide functionalities into sialic acids for advanced glycobiology investigations.

  • Chemical Information

  • Product Specification

Synonyms BP-23389; BP-23431
Purity 98%
IUPAC Name [(2R,3S,4R,5S)-3,4,6-triacetyloxy-5-[(2-azidoacetyl)amino]oxan-2-yl]methyl acetate
Canonical SMILES CC(=O)OCC1C(C(C(C(O1)OC(=O)C)NC(=O)CN=[N+]=[N-])OC(=O)C)OC(=O)C
InChI InChI=1S/C16H22N4O10/c1-7(21)26-6-11-14(27-8(2)22)15(28-9(3)23)13(16(30-11)29-10(4)24)19-12(25)5-18-20-17/h11,13-16H,5-6H2,1-4H3,(H,19,25)/t11-,13+,14-,15-,16?/m1/s1
InChIKey HGMISDAXLUIXKM-LIADDWGISA-N
Solubility Soluble in DMSO (100 mg/mL, 232.36 mM, Need ultrasonic)
Appearance White powder
Storage Powder, -20°C, 3 years; In solvent, -80°C, 6 months; -20°C, 1 month

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