HRID1871866

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID4784

Phenylmethanesulfonyl fluoride

C7H7FO2S

结构：O=C(O)c1cc(SSc2ccc([N+](=O)[O-])c(C(=O)O)c2)ccc1[N+](=O)[O-]

HCID6254

Benzoic acid, 3,3'-dithiobis[6-nitro-

C14H8N2O8S2

结构：O=C(O)c1cc(-c2cc(C(=O)O)c3ccccc3n2)nc2ccccc12

HCID71068

[2,2'-Biquinoline]-4,4'-dicarboxylic acid

C20H12N2O4

结构：CC(C)(COP(=O)(O)OP(=O)(O)OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1O)C(O)C(=O)NCCC(=O)NCCS

HCID439335

未命名化合物

结构：CC(C)(COP(=O)(O)OP(=O)(O)OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1O)[C@@H](O)C(=O)NCCC(=O)NCCS

HCID444485

Dephospho-CoA

C21H35N7O13P2S

结构：Cc1cc2nc3c(=O)[nH]c(=O)nc-3n(C[C@H](O)[C@H](O)[C@H](O)CO)c2cc1C

HCID493570

Riboflavin

C17H20N4O6

结构：CC(C)(COP(=O)(O)OP(=O)(O)OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)(O)O)[C@@H](O)C(=O)NCCC(=O)NCCSN[C@@H](CCC(=O)N[C@@H](CS)C(=O)NCC(=O)O)C(=O)O

HCID86755643

未命名化合物

PRODUCTS

生成物

结构：CC(C)(COP(=O)(O)OP(=O)(O)OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)(O)O)[C@@H](O)C(=O)NCCC(=O)NCCS

HCID87642

Coenzyme A

C21H36N7O16P3S

AUXILIARIES

试剂、催化剂与溶剂

催化剂HCID23978

Copper

催化剂HCID24463

Copper(II) sulfate, pentahydrate

H10CuO9S

溶剂HCID93573

Tromethamine hydrochloride

C4H12ClNO3

PROCEDURE

实验过程

Reduced nicotinamide adenine dinucleotide phosphate (NADPH), riboflavin, flavin adenine mononucleotide (FMN), flavin adenine dinucleotide (FAD), coenzyme A disulfide, glutathionyl-coenzyme A mixed disulfide, 3'-dephospho coenzyme A, 5,5'-dithio-bis(2-nitrobenzoic acid) (DTNB), lysostaphin, bicinchoninic acid solution, 4% copper sulphate pentahydrate solution, 2',5'-adenosine diphosphate (ADP)-Sepharose®; and phenylmethylsulphonyl fluoride (PMSF) were from Sigma (Mississauga, ON). 3'-dephospho CoA was oxidized to the disulfide by incubation at room temperature overnight in Tris-HCl (20 mM), pH 9.0, containing copper (5 μM). 4,4'-phosphopantetheine was formed by incubation of CoA with nucleotide pyrophosphatase. The thiol was oxidized as described above, and the disulfide was purified by high performance liquid chromatography (HPLC). All other chemicals were of reagent grade or better and were used without further purification.

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-20e171cb10bc4349a82014739271f945
来源数据集: uspto-grants-2000_08
DOI: 10.6084/m9.figshare.5104873.v1
专利: US06107068
来源说明: uspto-grants-2000_08

反应 SMILES

CC1C=C2N=C3C(=NC(NC3=O)=O)N(C[C@H](O)[C@H](O)[C@H](O)CO)C2=CC=1C.N([S:48][CH2:49][CH2:50][NH:51][C:52](=[O:95])[CH2:53][CH2:54][NH:55][C:56](=[O:94])[C@H:57]([OH:93])[C:58]([CH3:92])([CH3:91])[CH2:59][O:60][P:61]([OH:90])(=[O:89])[O:62][P:63]([OH:88])(=[O:87])[O:64][CH2:65][C@H:66]1[O:70][C@@H:69]([N:71]2[C:80]3[N:79]=[CH:78][N:77]=[C:75]([NH2:76])[C:74]=3[N:73]=[CH:72]2)[C@H:68]([OH:81])[C@@H:67]1[O:82][P:83]([OH:86])([OH:85])=[O:84])[C@@H](CCC(N[C@H](C(NCC(O)=O)=O)CS)=O)C(O)=O.CC(C(O)C(NCCC(NCCS)=O)=O)(COP(OP(OC[C@H]1O[C@@H](N2C3N=CN=C(N)C=3N=C2)[C@H](O)[C@@H]1O)(O)=O)(O)=O)C.[N+](C1C=CC(SSC2C=CC([N+]([O-])=O)=C(C=2)C(O)=O)=CC=1C(O)=O)([O-])=O.C1C=C2C(C(O)=O)=CC(C3C=C(C(O)=O)C4C(=CC=CC=4)N=3)=NC2=CC=1.C1(CS(F)(=O)=O)C=CC=CC=1.CC([C@@H](O)C(NCCC(NCCS)=O)=O)(COP(OP(OC[C@H]1O[C@@H](N2C3N=CN=C(N)C=3N=C2)[C@H](O)[C@@H]1O)(O)=O)(O)=O)C>C(O)C(N)(CO)CO.Cl.O.O.O.O.O.S([O-])([O-])(=O)=O.[Cu+2].[Cu]>[CH3:92][C:58]([C@@H:57]([OH:93])[C:56]([NH:55][CH2:54][CH2:53][C:52]([NH:51][CH2:50][CH2:49][SH:48])=[O:95])=[O:94])([CH2:59][O:60][P:61]([O:62][P:63]([O:64][CH2:65][C@H:66]1[O:70][C@@H:69]([N:71]2[C:80]3[N:79]=[CH:78][N:77]=[C:75]([NH2:76])[C:74]=3[N:73]=[CH:72]2)[C@H:68]([OH:81])[C@@H:67]1[O:82][P:83]([OH:86])([OH:85])=[O:84])([OH:88])=[O:87])([OH:90])=[O:89])[CH3:91]