Uridine Diphosphate → N-Acetyl-D-Glucosamine

HRID 1440957

Reaktionsgleichung

Reaktionsgleichung von HRID 1440957
[O:1]([C@H:13]1[C@@H:19]([OH:20])[C@@H:18]([CH2:21][OH:22])[O:17][C@H:15]([OH:16])[C@@H:14]1[NH:23][C:24]([CH3:26])=[O:25])[C@@H]1O[C@H](CO)[C@H](O)[C@H](O)[C@H]1O.O[C@H]1O[C@H](CO)[C@H](O)[C@H](O)[C@H]1NC(C)=O.C1C=C2C(=C(S(NCCNC(N)=N)(=O)=O)C=1)C=CN=C2.C1C(=O)NC(=O)N([C@@H]2O[C@H](COP(OP(O[C@H]3O[C@H](CO)[C@H](O)[C@H](O)[C@H]3O)(O)=O)(O)=O)[C@@H](O)[C@H]2O)C=1.CC(N[C@H]1[C@@H](OP(OP(OC[C@H]2O[C@@H](N3C(=O)NC(=O)C=C3)[C@H](O)[C@@H]2O)(O)=O)(O)=O)O[C@H](CO)[C@@H](O)[C@@H]1O)=O.CCC(COC(C(N(CC[NH+](C)C)C)=O)(C1C=CC=CC=1)C1C=CC=CC=1)CC.[Cl-].CCCC(NC1C2N=CN([C@@H]3O[C@@H]4COP(O)(O[C@H]4[C@H]3OC(CCC)=O)=O)C=2N=CN=1)=O.C1OP(O)(=O)O[C@H]2[C@@H](O)[C@H](N3C(Br)=NC4C(N)=NC=NC3=4)O[C@H]12.CCCCCCCCCCCCCC(O[C@H]1[C@@]2(OC(C)=O)C(C)(C)[C@H]2[C@@H]2C=C(CO)C[C@]3(O)C(=O)C(C)=C[C@H]3[C@@]2(O)[C@@H]1C)=O.OP([O-])(O)=O.[K+].C1C(=O)NC(=O)N([C@@H]2O[C@H](COP(OP(O)(O)=O)(O)=O)[C@@H](O)[C@H]2O)C=1.O=C[C@@H]([C@H]([C@H]([C@@H](CO)O)O)O)O>C(#N)C>[C:24]([NH:23][C@@H:14]1[C@@H:13]([OH:1])[C@H:19]([OH:20])[C@@H:18]([CH2:21][OH:22])[O:17][CH:15]1[OH:16])(=[O:25])[CH3:26]

Komponenten

14

Edukt 12

HCID 6031Uridine Diphosphate2×HCID 9687BucladesineHCID 18068Udp-GalactoseHCID 19153X 100HCID 27924Phorbol 12-myristate 13-acetateHCID 320148-bromo-cAMPHCID 84265N-acetyl-alpha-D-galactosamineHCID 445675Uridine-Diphosphate-N-AcetylglucosamineHCID 516951Monobasic potassium phosphateHCID 3037556(2R,3S,4S,5R)-2,3,4,5,6-pentahydroxyhexanalHCID 5288347beta-D-Gal-(1->3)-alpha-D-GalNAcHCID 178513008HCID 178513008, Verbindung

Produkt 1

HCID 439174N-Acetyl-D-Glucosamine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6342AcetonitrileLösungsmittel

Versuchsvorschrift

Galβ1-3GalNAcα-pNp and GalNAcα-pNp, H-7, H-8 and H-1004 were purchased from Toronto Research Chemicals, Toronto, Canada, UDP-Gal, UDP-GlcNAc, bovine milk β1-4Gal-T (defined as 5-15 units/mg in the presence of lactalbumin), buffer salts and Triton X-100, cholera toxin, dibutyryl cAMP, 8-bromo-cAMP and phorbol 12-myristate 13-acetate (PMA) and TDA were obtained from Sigma. HPLC grade KH2PO4 and acetonitrile were obtained from Fisher Scientific. UDP-6- 3H!-galactose (18.9 Ci/mmol) and UDP-6- 3H!-N-acetylglucosamine (26.8 Ci/mmol) were provided by Amersham and NEN, respectively. C18 Sep-Pak were from Millipore-Waters. Actinomycin D and cycloheximide were purchased from Calbiochem. UDP-6- 3H!-galactose (18.9 Ci/mmole) was purchased from Amersham; dimethysulfoxide (DMSO) from BDH; all-trans-retinoic acid and sodium butyrate from Aldrich; α-modified Eagle's minimum essential medium (α-MEM) and fetal calf serum from Gibco.

Quellen und Nachweise

ORD-Eintrag
ord-680e10130a674bda9d787e67e62d5f31
Quelldatensatz
uspto-grants-1996_03
Patentnummer
US05501957

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