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CAS 26255-69-6

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Glucopyranoside, p-nitrophenyl 2-O-β-D-glucopyranosyl-, 2′,3′,4′,6′-tetraacetate, β-D-

Description:
Glucopyranoside, p-nitrophenyl 2-O-β-D-glucopyranosyl-, 2′,3′,4′,6′-tetraacetate, β-D- (CAS 26255-69-6) is a synthetic glycoside derivative characterized by its glucopyranosyl structure, which is a six-membered cyclic form of glucose. This compound features a p-nitrophenyl group, which is often used as a chromogenic marker in biochemical assays, enhancing its utility in various applications, particularly in enzyme activity studies. The presence of multiple acetyl groups (tetraacetate) indicates that the hydroxyl groups on the glucopyranosyl moiety are acetylated, which can influence the solubility and reactivity of the compound. This modification can also enhance stability and reduce the compound's polarity. The β-D configuration signifies the orientation of the glycosidic bond, which is crucial for its biological activity. Overall, this compound is significant in biochemical research, particularly in studies involving glycosylation and enzyme kinetics, due to its ability to serve as a substrate for glycosidases.
Formula:C26H33NO17
InChI:InChI=1S/C26H33NO17/c1-11(29)37-10-18-21(38-12(2)30)23(39-13(3)31)24(40-14(4)32)26(43-18)44-22-20(34)19(33)17(9-28)42-25(22)41-16-7-5-15(6-8-16)27(35)36/h5-8,17-26,28,33-34H,9-10H2,1-4H3/t17-,18-,19-,20+,21-,22-,23+,24-,25-,26+/m1/s1
InChI key:InChIKey=PZFOIXKCWZUCOH-VAMOREDXSA-N
SMILES:O([C@H]1[C@H](OC(C)=O)[C@@H](OC(C)=O)[C@H](OC(C)=O)[C@@H](COC(C)=O)O1)[C@H]2[C@H](OC3=CC=C(N(=O)=O)C=C3)O[C@H](CO)[C@@H](O)[C@@H]2O
Synonyms:
  • Glucopyranoside, p-nitrophenyl 2-O-β-D-glucopyranosyl-, 2′,3′,4′,6′-tetraacetate, β-D-
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