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Cat. No.: HY-164169

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GDP-azido-fucose

GDP-azido-fucose is a glycoengineering tool. GDP-azido-fucose modifies complex glycans by adding an azido-fucose group. GDP-azido-fucose can install azido-fucose tags on antibody Fc glycans for site-specific payload conjugation, thereby forming antibody-drug conjugates with defined ratios.

For research use only. We do not sell to patients.

CAS No.: 912921-33-6
Formula: C₁₆H₂₄N₈O₁₅P₂
Molecular Weight:630.35

Storage:

Please store the product under the recommended conditions in the Certificate of Analysis.

Data Sheet (269 KB)

GDP-azido-fucose Chemical Structure

CAS No.: 912921-33-6

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Use of MCE Products

Strong Fluorescence Signal / Multi-Disciplinary Applications / High Fluorescence Specificity

Biological Activity
- Description
- In Vitro
Chemical Information
Purity & Documentation
References
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Biological Activity

Description

In Vitro

OthersCarbohydrate MetabolismViral Infection

Others

GDP-azido-fucose serves as a substrate for human α-1,3 fucosyltransferase, introducing an azido-fucose tag into the complex glycan G2 to generate glycan G3^[1].
GDP-azido-fucose serves as a precursor for fluorophore-conjugated GDP-fucose via Cu^I-catalyzed azide-alkyne cycloaddition reaction^[2].

Carbohydrate Metabolism

GDP-azido-fucose generates fluorophore-conjugated GDP-fucose derivatives that serve as functional donor substrates for FUT2, FUT6, FUT7, FUT8 and FUT9. Each enzyme exhibits distinct fluorophore preferences and enables specific labeling of substrate glycans on fetal bovine fetuin, asialofetuin, Cantuzumab (HY-P99967) and NIST monoclonal antibodies^[2].
GDP-azido-fucose can generate Alexa Fluor® 555-conjugated GDP-fucose, which enables FUT9- and FUT7-mediated glycoprotein labeling in HEK293 cell extracts. This reveals mutually exclusive substrate recognition between FUT9 and ST6Gal1, with minimal interference between FUT9 and ST3Gal2^[2].

Viral Infection

Carbohydrate Metabolism

GDP-azido-fucose can generate Cy5-conjugated GDP-fucose, which, mediated by FUT8, detects Man5 high-mannose-type glycans on RNase B and Man3 glycans on recombinant 1918 H1N1 influenza neuraminidase, provided that these glycans are first modified by MGAT1 to introduce β-2-linked GlcNAc on the α-3 arm^[2].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

Chemical Information

CAS No. 912921-33-6
Molecular Weight 630.35
Formula C₁₆H₂₄N₈O₁₅P₂
SMILES

O=C1C2=C(N([C@H]3[C@H](O)[C@H](O)[C@@H](COP(OP(O[C@H]4O[C@H]([C@H]([C@H]([C@@H]4O)O)O)CN=[N+]=[N-])(O)=O)(O)=O)O3)C=N2)NC(N)=N1
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Room temperature in continental US; may vary elsewhere.
Storage

Please store the product under the recommended conditions in the Certificate of Analysis.

Purity & Documentation

Select Batch:

Purity: 99.98%

Assay: 99.98%

ee.: 99.98%

Data Sheet (269 KB)
COA (2659 KB)
Elemental Analysis Report (2659 KB)
HNMR (2659 KB)
CNMR (2659 KB)
RP-HPLC (2659 KB)
NP-HPLC (2659 KB)
MS (2659 KB)
LCMS (2659 KB)
IR (2659 KB)
GC (2659 KB)
OR (2659 KB)
SDS-PAGE (2659 KB)
SEC-HPLC (2659 KB)
Other Report (2659 KB)
Handling Instructions (2659 KB)

References

[1]. Shivatare VS, et al. Probing the Internalization and Efficacy of Antibody-Drug Conjugate via Site-Specific Fc-Glycan Labelling of a Homogeneous Antibody Targeting SSEA-4 Bearing Tumors. Israel journal of chemistry. 2023 Oct;63(10-11):e202300042. [Content Brief]

[2]. Wu, Z. L., et al. (2020). Detecting substrate glycans of fucosyltransferases on glycoproteins with fluorescent fucose. bioRxiv, 2020-01.

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Help & FAQs

How should lyophilized recombinant proteins be reconstituted and stored?

1. Before opening the cap, centrifuge the vial at 13000 rpm for 20-30 seconds. This step will ensure that any lyophilized powder that may have adhered to the cap or walls is collected at the bottom of the vial, minimizing the risk of product loss.

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