Ammonia → HCID 23615384, compound

HRID 1379222Notes

Reaction equation

HRID 1379222 reaction equation
C([O-])=O.[NH4+].[Na+].O=[C:7]([C:11]([CH3:15])([CH3:14])[CH2:12][CH3:13])[C:8]([O-:10])=[O:9].N.C1C=[N+:21]([C@@H]2O[C@H](COP(OP(OC[C@H]3O[C@@H](N4C5N=CN=C(N)C=5N=C4)[C@H](O)[C@@H]3O)(O)=O)(O)=O)[C@@H](O)[C@H]2O)C=C(C(N)=O)C=1.N[C@H](C(O)=O)CC(C)C.C([O-])=O.C>O>[CH3:14][C:11]([CH2:12][CH3:13])([CH3:15])[C@@H:7]([C:8]([OH:10])=[O:9])[NH2:21]

Participants

9

Reactant 7

HCID 222Ammonia2×HCID 283FormateHCID 297MethaneHCID 5893Nadide (JAN/USAN/INN)HCID 6106L-LeucineHCID 2723923Ammonium formateHCID 88230955HCID 88230955, compound

Product 1

HCID 23615384HCID 23615384, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

6.3 g (0.1 mole) ammonium formate and 1.67 g (10 mmoles) 2-keto-3,3-dimethyl pentanoic acid sodium salt are suspended in 80 ml of water, the pH value is adjusted with ammonia to 8.2, so that the solids dissolve and the volume is adjusted to 100 ml. Subsequently, 14.34 mg (0.02 mmole) NAD+.3H2O cofactor as well as 800 U of leucine dehydrogenase (LeuDH) and 500 U of formate dehydrogenase (FDH) are added. The temperature is set to 32° C. During the reaction the system is gently stirred and the pH value is adjusted to 8.2 via a pH stat unit. After at most 72 h it is demonstrated via determination of degree of conversion by HPLC that the reaction is finished. The reaction solution is adjusted to pH 9.5 with ammonia and subsequently clarified with 2% active charcoal. The almost colourless solution is concentrated at a rotary evaporator, the amino acid is crystallized, is separated via a funnel, is washed three times with little ethanol and is dried overnight under vacuum at 50° C.

Workup

  1. dissolutiondissolve
  2. customis set to 32° C
  3. customDuring the reaction the system
  4. waitAfter at most 72 h it is demonstrated via determination of degree of conversion by HPLC that the reaction
  5. concentrationThe almost colourless solution is concentrated at a rotary evaporator
  6. customthe amino acid is crystallized
  7. customis separated via a funnel
  8. washis washed three times with little ethanol
  9. customis dried overnight under vacuum at 50° C.

Sources & evidence

ORD record
ord-3386d1a50b87470b861dcbbb2af40188
Source dataset
uspto-grants-1997_09
Patent number
US05670652

Reaction notes

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