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Merck
CN

SMB00412

2-Azidoethyl LacNAc

≥90% (HPLC)

Synonym(s):

β-D-LacNAc-Et-N3, 2-Azidoethyl β-D-Gal (1→4) β-D-GlcNAc, 2-Azidoethyl β-D-LacNAc, 2-Azidoethyl N-Acetyl-D-lactosamine

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About This Item

Empirical Formula (Hill Notation):
C16H28N4O11
Molecular Weight:
452.41
UNSPSC Code:
12352201
PubChem Substance ID:
329825003
NACRES:
NA.79

Key Documents

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Product Name

2-Azidoethyl LacNAc, ≥90% (HPLC)

SMILES string

OC[C@H]1O[C@@H](O[C@H]2[C@H](O)[C@@H](NC(C)=O)[C@H](OCCN=[N+]=[N-])O[C@@H]2CO)[C@H](O)[C@@H](O)[C@H]1O

InChI

1S/C16H28N4O11/c1-6(23)19-9-11(25)14(8(5-22)30-15(9)28-3-2-18-20-17)31-16-13(27)12(26)10(24)7(4-21)29-16/h7-16,21-22,24-27H,2-5H2,1H3,(H,19,23)/t7?,8?,9?,10-,11+,12-,13?,14+,15+,16-/m0/s1

InChI key

GBIYEXBPCNHQHL-WHWQPXQJSA-N

assay

≥90% (HPLC)

form

solid

storage temp.

−20°C

Quality Level

200

Related Categories

Biochem/physiol Actions

2-Azidoethyl LacNAc is an alkylated glycoside. Alkylated glycosides are used as ligands for Click Chemistry. They may also be important as carbohydrate carriers in glycotherapeutic applications, drug carriers for site-specific delivery, drug enhancers for decreasing toxicity, and solubility and protein enhancers.

Storage Class

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
SLCJ2566
SLCG9793
SLCC1307
SLBZ9635
SLBN0112V

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Senlian Hong et al.
Cell chemical biology, 27(9), 1140-1150 (2020-07-11)
Wnt/β-catenin signaling regulates critical, context-dependent transcription in numerous physiological events. Among the well-documented mechanisms affecting Wnt/β-catenin activity, modification of N-glycans by L-fucose is the newest and the least understood. Using a combination of Chinese hamster ovary cell mutants with different

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