L-Glutamine → Ammonia

HRID 1744731Notes

Reaction equation

HRID 1744731 reaction equation
[NH2:1][C@H](C(O)=O)CCC(=O)O.[NH2:11][C@H:12]([C:18]([OH:20])=[O:19])[CH2:13][CH2:14][C:15](=[O:17])[NH2:16].N[C@H](C(O)=O)CCC(=O)N>>[NH3:1].[NH2:11][C@H:12]([C:18]([OH:20])=[O:19])[CH2:13][CH2:14][C:15](=[O:17])[NH2:16]

Participants

4

Reactant 2

HCID 5961L-GlutamineHCID 22791125HCID 22791125, compound

Product 2

HCID 222AmmoniaHCID 5961L-Glutamine

Procedure

The polymer of Example 15 is converted to the Glu/Gln co-polymer. Polymeric glutamic acid (20 gm) is suspended in 100 ml o heated to 50° C. Concentrated aqueous ammonia (30%) is added while monitoring the pH of the solution. At pH=5.0, the mixture is stirred for an additional 10 min. while making small adjustments to pH 5.0 and the solution is freeze dried to obtain 20.4 gm of a white powder. The partial ammonium salt is then heated to 80° C. in a vacuum oven for conversion to the Glu/Gln co-polymer. Yield: 18.6 gm. Elemental analysis for N shows this preparation to contain 8% Gln. Titrations to higher pH with ammonia yield higher % Gln in the final co-polymer.

Workup

  1. customthis preparation

Sources & evidence

ORD record
ord-f567ca690cf3412a94166a8e7e4e5f93
Source dataset
uspto-grants-2006_03
Patent number
US07018654B2

Reaction notes

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