Benzoylarginine ethyl ester → Citrulline

HRID 1676880

Reaction equation

HRID 1676880 reaction equation
CN(C1C2C[C@@H]3C(C(=O)C=2C(O)=CC=1)=C(O)[C@@]1(O)[C@H]([C@H](N(C)C)C(O)=C(C(N)=O)C1=[O:18])C3)C.C[C@]1(O)[C@@H]2C(=C(O)[C@]3(O)C(=O)C(C(N)=O)=C(O)[C@@H](N(C)C)[C@@H]3C2)C(=O)C2C(O)=CC=C(Cl)C1=2.C[C@@H]1O[C@@H](O[C@H]2[C@H](O)[C@@H](O)[C@H](NC(N)=N)[C@@H](O)[C@@H]2NC(N)=N)[C@H](O[C@@H]2O[C@@H](CO)[C@H](O)[C@@H](O)[C@@H]2NC)[C@@]1(O)C=O.CC[O:109][C:110]([C@@H:112]([NH:120]C(C1C=CC=CC=1)=O)[CH2:113][CH2:114][CH2:115][N:116]=[C:117](N)[NH2:118])=[O:111]>>[NH2:120][C@H:112]([C:110]([OH:109])=[O:111])[CH2:113][CH2:114][CH2:115][NH:116][C:117]([NH2:118])=[O:18]

Participants

5

Reactant 4

HCID 123880Benzoylarginine ethyl esterHCID 178482881HCID 178482881, compoundHCID 178484163HCID 178484163, compoundHCID 178484872HCID 178484872, compound

Product 1

HCID 9750Citrulline

Procedure

Inhibition constants were determined for minocycline, chlortetracycline, and streptomycin using standard kinetic analyses. Briefly, the compounds were incubated in Reaction Buffer containing various concentrations of BAEE (0-20 mM) for 10 minutes at 37° C. PAD4 (0.2 μM) was then added to initiate the reaction and allowed to proceed for 6 additional minutes. Reactions were then quenched by flash freezing in liquid N2 and the amount of Cit produced was quantified. The data obtained for streptomycin, minocycline and chlortetracycline were fit to equations 2 and 3,

Workup

  1. additionPAD4 (0.2 μM) was then added
  2. customthe reaction
  3. customReactions were then quenched by flash

Sources & evidence

ORD record
ord-3a2d3b4530144744a84496a8d9c05e64
Source dataset
uspto-grants-2011_08
Patent number
US08007996B2

Linked notes

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