L-Glutamine → L-Alanyl-L-Glutamine

HRID 2191195Notes

Reaction equation

B([O-])([O-])[O-].Cl.C[O:7][C:8](=O)[C@H:9]([CH3:11])[NH2:10].[NH2:13][C@H:14]([C:20]([OH:22])=[O:21])[CH2:15][CH2:16][C:17](=[O:19])[NH2:18].C(N(CC(O)=O)CC(O)=O)CN(CC(O)=O)CC(O)=O>>[NH2:10][C@H:9]([C:8]([NH:13][C@H:14]([C:20]([OH:22])=[O:21])[CH2:15][CH2:16][C:17](=[O:19])[NH2:18])=[O:7])[CH3:11]

Participants

Reactant 4

HCID 5961L-Glutamine

HCID 6049Ethylenediaminetetraacetic Acid

HCID 26574Borate

HCID 2733257Alanine methyl ester hydrochloride

Product 1

HCID 123935L-Alanyl-L-Glutamine

Procedure

3 μl of the same enzyme fraction as used in Example 5 was added to 100 of 100 mM borate buffer (pH 9.0) containing 100 mM L-alanine methyl ester hydrochloride, 200 mM L-glutamine and 10 mM EDTA, and allowed to react at 18° C. As a result, as shown in FIG. 3, 83 mM L-alanyl-L-glutamine (L-Ala-L-Gln) was formed in the case of an enzyme-added lot, and the concentration of by-product L-Ala-L-Ala-L-Gln was 1.3 mM. On the other hand, there was scarcely any production of L-Ala-L-Gln observed in an enzyme-non-added lot, and the enzyme concentration was only about 0.07 mM after reacting for 120 minutes.

Workup

customto react at 18° C

Sources & evidence

ORD record: ord-f79a4a87d0a1422aaba6f19dd3ea3204
Source dataset: uspto-grants-2012_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08329428B2

Reaction notes

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