Ammonium → Ammonium

HRID 1722995Notes

Reaction equation

HRID 1722995 reaction equation
O=C[C@@H]([C@H]([C@@H]([C@@H](CO)O)O)O)O.[N+:13]([O-])([O-])=O.[NH4+:17].[CH:18](/[CH:25]=[CH:26]/O)=[CH:19]\[C:20]([C:22]([OH:24])=[O:23])=O>C1(C)C=CC=CC=1>[N:17]1[CH:26]=[CH:25][CH:18]=[CH:19][C:20]=1[C:22]([OH:24])=[O:23].[NH4+:13]

Participants

7

Reactant 4

HCID 223AmmoniumHCID 943NitrateHCID 107526(2R,3S,4R,5R)-2,3,4,5,6-pentahydroxyhexanalHCID 52803662-Hydroxymuconic semialdehyde

Product 2

HCID 223AmmoniumHCID 1018Picolinic acid

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A culture of strain CEL 2052 (ATCC 39636), growing continuously on 20 mM glucose and 8.5 mM nitrate, is induced with toluene in the absence of ammonium ions. 2-Hydroxymuconic semialdehyde is observed to accumulate rapidly at a rate which would produce 0.082 g/gdw/hr of picolinic acid if excess ammonium ions had been present. Instead, growth is inhibited immediately and the culture washes out at a dilution rate of 0.12 hr-1.

Sources & evidence

ORD record
ord-d6c0bae2939e4be7af6e7dd9f529e1f5
Source dataset
uspto-grants-1989_08
Patent number
US04859592

Reaction notes

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