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Merck
CN

A7480

Sigma-Aldrich

N-Azidoacetylgalactosamine, Acetylated

Synonym(s):

GalNaz

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About This Item

Empirical Formula (Hill Notation):
C16H22N4O10
Molecular Weight:
430.37
MDL number:
MFCD26961128
UNSPSC Code:
12352200
PubChem Substance ID:
329770931

Key Documents

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storage temp.

2-8°C

SMILES string

O=C(C)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

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

InChI key

HGMISDAXLUIXKM-YJUJGKJLSA-N

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 Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
106K5014

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Malin E V Johansson
PloS one, 7(7), e41009-e41009 (2012-07-21)
The enormous bacterial load and mechanical forces in colon create a special requirement for protection of the epithelium. In the distal colon, this problem is largely solved by separation of the bacteria from the epithelium by a firmly attached inner
Boya Deng et al.
Neoplasia (New York, N.Y.), 20(10), 1038-1044 (2018-09-13)
Alteration of protein O-glycosylation in various human cancers including breast cancer is well known, but molecular roles of their aberrant glycosylations on cancer have not been fully understood. We previously reported critical roles of polypeptide N-acetylgalactosaminyltransferase 6 (GALNT6 or GalNAc-T6)
Qiang Zhu et al.
Proceedings of the National Academy of Sciences of the United States of America, 117(14), 7755-7763 (2020-03-21)
Methionine metabolism is critical for the maintenance of embryonic stem cells (ESCs) and induced pluripotent stem cells (iPSCs) pluripotency. However, little is known about the regulation of the methionine cycle to sustain ESC pluripotency. Here, we show that adenosylhomocysteinase (AHCY)
Anh Tuan Nguyen et al.
Cancer cell, 32(5), 639-653 (2017-11-15)
Cancers grow within tissues through molecular mechanisms still unclear. Invasiveness correlates with perturbed O-glycosylation, a covalent modification of cell-surface proteins. Here, we show that, in human and mouse liver cancers, initiation of O-glycosylation by the GALNT glycosyl-transferases increases and shifts
Julia E Maxson et al.
Clinical cancer research : an official journal of the American Association for Cancer Research, 22(3), 757-764 (2015-10-18)
Colony-stimulating factor 3 receptor (CSF3R) mutations have been identified in the majority of chronic neutrophilic leukemia (CNL) and a smaller percentage of atypical chronic myeloid leukemia (aCML) cases. Although CSF3R point mutations (e.g., T618I) are emerging as key players in
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