Glucose Derivative

Glucose derivative: Aldonitrile acetat

 

Preparation of glucose aldonitrile acetate.

 Reagents:

1.     Hydroxyl amine hydrochloride -- Sigma H-2391 (ACS reagent.) Keep in desiccator.

2.      Acetic anhydride 每 Supelco 3-3085

3.      Pyridine 99.9% HPLC grade 每 Sigma-Aldrich 27,040-7

4.     Ethyl acetate 每 Fisher OPTIMA E196-4

 

Standards: unlabeled glucose, pure labeled standard.

 

Procedure:

1.     Prepare glucose 每 deproteinized, deionized, lyophilized, 50-200 mg glucose.

2.      Prepare hydroxylamine hydrochloride solution in pyridine, 20 mg / 1 ml.

3.      Add 100 mL of hydroxylamine solution to each tube. Heat to 100oC for 30 min in heating block.

4.      Add 75 mL of acetic anhydride, heat for 1 hour, 100 oC.

5.     Evaporate to dryness with N2.

6.      Add 50-200mL of ethyl acetate as solvent just before GC/MS analysis.

 

GC/MS: 

GC column: HP5, length 30m, 250mm ID.

Inlet temp. 250oC, split ratio 1:100 adjusted depending on sample concentration.

Oven temperature programmed as follows: 220oC for 2min, then a 10oC/min ramp to 250oC and hold for 2min. Retention time: 3.02 min

Relevant ion clusters for SIM analysis: 

CI mode, m/z 328 cluster for C1-C6. (monitor m/z 327 to m/z 336)

EI mode: m/z 187 cluster for C3-C6 fragment, and m/z 242 cluster for C1-C4 fragment.

 

 

Glucose derivative: Penta-acetate

 

Reagents:

1.     Acetic anhydride 每 Supelco 3-3085

2.      Pyridine 99.9% HPLC grade 每 Sigma-Aldrich 27,040-7

3.     Ethyl acetate 每 Fisher OPTIMA E196-4

 

Procedure:

1.   To a dry glucose sample add 75 mL of pyridine and 75 mL acetic anhydride, heat for 1 hour, 100oC.

2.   Evaporate to dryness with N2.

1.      Add 50-200mL of ethyl acetate as solvent just before GC/MS analysis.

 

GC/MS: 

GC column: HP5, length 30m, 250mm, programmed at constant He flow of 1ml/min.

Inlet temp. 250oC, split ratio 1:100 adjusted depending on sample concentration.

Oven temperature programmed as follows: 220oC for 2min, then a 10oC/min ramp to 250oC and hold for 2min. Retention time: 3.62 min

Relevant ion clusters for SIM analysis: 

CI mode, m/z 169 cluster and m/z 331 cluster for C1-C6.

 

 

 

 
 

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