N-Acetyl-D-Glucosamine → N-Acetyl-D-Glucosamine

HRID 1482153Notes

Reaction equation

HRID 1482153 reaction equation
[OH:1][CH:2]1[O:9][C@H:8]([CH2:10][OH:11])[C@@H:6]([OH:7])[C@H:4]([OH:5])[C@H:3]1[NH:12][C:13]([CH3:15])=[O:14]>O>[C:13]([NH:12][C@@H:3]1[C@@H:4]([OH:5])[C@H:6]([OH:7])[C@@H:8]([CH2:10][OH:11])[O:9][CH:2]1[OH:1])(=[O:14])[CH3:15].[OH:1][CH:2]1[O:9][C@H:8]([CH2:10][OH:11])[C@@H:6]([OH:7])[C@H:4]([OH:5])[C@H:3]1[NH2:12]

Participants

4

Reactant 1

HCID 439174N-Acetyl-D-Glucosamine

Product 2

HCID 439174N-Acetyl-D-GlucosamineHCID 439213D-Glucosamine

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Stock solutions of 10 mM N-acetyl-D-glucosamine, N-[1,2-13C2]acetyl-D-glucosamine, and N-[1,2-13C2]-acetyl-D [1-13C; 15N]glucosamine in water were prepared. The solutions were combined to produce a mixture of the GlcNAc isotopologs at a 1:2:1 molar ratio, respectively. The mixture was analyzed by direct infusion on a Thermo-Finnigan LTQ-XL mass spectrometer set to zoom scan, with the signal averaged over 20 scans. The isotopic ratios were then adjusted by the iterative addition of the desired isotopes until a near-perfect 1:2:1 peak intensity ratio was observed empirically (FIG. 1b). The isotopic labeling composition sample was lyophilized and stored at −20° C.

Workup

  1. customto produce
  2. additionThe isotopic ratios were then adjusted by the iterative addition of the desired isotopes until a near-perfect 1:2:1 peak intensity ratio
  3. customstored at −20° C.

Sources & evidence

ORD record
ord-c4f75b1b58374f86813b18160a903933
Source dataset
uspto-grants-2016_08
Patent number
US09410966B2

Reaction notes

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