A7605
N-Azidoacetylmannosamine, Acetylated
Synonym(s):
ManNaz
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About This Item
Empirical Formula (Hill Notation):
C16H22N4O10
Molecular Weight:
430.37
UNSPSC Code:
12352200
PubChem Substance ID:
MDL number:
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
SMILES string
CC(O[C@@H]1[C@@H](COC(C)=O)OC(OC(C)=O)[C@@H](NC(CN=[N+]=[N-])=O)[C@H]1OC(C)=O)=O
InChI key
HGMISDAXLUIXKM-LIADDWGISA-N
form
solid
storage temp.
2-8°C
Application
An unnatural azido sugar that can be introduced metabolically in model organisms and subsequently incorporates in glycan structures. The azide group will react with phosphines linked to agents for visualization or selective capture. To be used in conjunction with the FLAG®-Phosphine™ (GPHOS1) that is compatible with many additional FLAG tools for both applications.
Legal Information
FLAG is a registered trademark of Merck KGaA, Darmstadt, Germany
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
Regulatory Information
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Tania M Villanueva-Cabello et al.
Glycobiology, 25(12), 1454-1464 (2015-08-13)
CD4+ T helper lymphocytes (Th) orchestrate the immune response after their activation by antigen-presenting cells. Activation of naïve Th cells is reported to generate the reduction in surface epitopes of sialic acid (Sia) in α2,3 and α2,6 linkages. In this
Johanna Tüshaus et al.
The EMBO journal, 39(20), e105693-e105693 (2020-09-22)
To understand how cells communicate in the nervous system, it is essential to define their secretome, which is challenging for primary cells because of large cell numbers being required. Here, we miniaturized secretome analysis by developing the "high-performance secretome protein
C R Bertozzi et al.
Science (New York, N.Y.), 291(5512), 2357-2364 (2001-03-28)
Chemical tools have proven indispensable for studies in glycobiology. Synthetic oligosaccharides and glycoconjugates provide materials for correlating structure with function. Synthetic mimics of the complex assemblies found on cell surfaces can modulate cellular interactions and are under development as therapeutic
E Saxon et al.
Science (New York, N.Y.), 287(5460), 2007-2010 (2000-03-17)
Selective chemical reactions enacted within a cellular environment can be powerful tools for elucidating biological processes or engineering novel interactions. A chemical transformation that permits the selective formation of covalent adducts among richly functionalized biopolymers within a cellular context is
Jennifer A Prescher et al.
Nature, 430(7002), 873-877 (2004-08-20)
Cell surfaces are endowed with biological functionality designed to mediate extracellular communication. The cell-surface repertoire can be expanded to include abiotic functionality through the biosynthetic introduction of unnatural sugars into cellular glycans, a process termed metabolic oligosaccharide engineering. This technique
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