Description

4-Nitrophenyl 4,6-ethylidene-α-D-maltoheptaoside (CAS No. 96597-16-9) is a high-purity synthetic carbohydrate derivative with the molecular formula C₅₀H₇₇NO₃₈. This specialized compound is designed for advanced biochemical and enzymatic research, particularly in the study of glycosidase activity and carbohydrate metabolism. The nitrophenyl moiety enables spectrophotometric detection, making it an ideal substrate for kinetic assays. Its ethylidene-bridged maltoheptaoside structure provides a unique tool for investigating enzyme specificity and inhibition. This product is rigorously quality-controlled to ensure batch-to-batch consistency, with HPLC purity typically ≥95%. Available in lyophilized form for easy reconstitution, it’s packaged under inert atmosphere to guarantee stability. Suitable for research applications in glycobiology, enzymology, and diagnostic development.

Properties

• CAS Number: 96597-16-9
• Complexity: 2190
• IUPAC Name: (4aR,6R,7R,8R,8aS)-6-[(2R,3S,4R,5R,6R)-6-[(2R,3S,4R,5R,6R)-6-[(2R,3S,4R,5R,6R)-6-[(2R,3S,4R,5R,6R)-6-[(2R,3S,4R,5R,6R)-6-[(2R,3S,4R,5R,6R)-4,5-dihydroxy-2-(hydroxymethyl)-6-(4-nitrophenoxy)tetrahydropyran-3-yl]oxy-4,5-dihydroxy-2-(hydroxymethyl)tetrahydropyran-3-yl]oxy-4,5-dihydroxy-2-(hydroxymethyl)tetrahydropyran-3-yl]oxy-4,5-dihydroxy-2-(hydroxymethyl)tetrahydropyran-3-yl]oxy-4,5-dihydroxy-2-(hydroxymethyl)tetrahydropyran-3-yl]oxy-4,5-dihydroxy-2-(hydroxymethyl)tetrahydropyran-3-yl]oxy-2-methyl-4,4a,6,7,8,8a-hexahydropyrano[3,2-d][1,3]dioxine-7,8-diol
• InChI: InChI=1S/C50H77NO38/c1-13-74-12-22-43(75-13)29(64)36(71)50(83-22)89-42-21(11-57)82-49(35(70)28(42)63)88-41-20(10-56)81-48(34(69)27(41)62)87-40-19(9-55)80-47(33(68)26(40)61)86-39-18(8-54)79-46(32(67)25(39)60)85-38-17(7-53)78-45(31(66)24(38)59)84-37-16(6-52)77-44(30(65)23(37)58)76-15-4-2-14(3-5-15)51(72)73/h2-5,13,16-50,52-71H,6-12H2,1H3/t13?,16-,17-,18-,19-,20-,21-,22-,23-,24-,25-,26-,27-,28-,29-,30-,31-,32-,33-,34-,35-,36-,37-,38-,39-,40-,41-,42-,43-,44+,45-,46-,47-,48-,49-,50-/m1/s1
• InChI Key: QOGJBGFYMYQFNE-SECAJZLMSA-N
• Exact Mass: 1299.4123570
• Molecular Formula: C50H77NO38
• Molecular Weight: 1300.1
• SMILES: CC1OC[C@@H]2[C@@H](O1)[C@@H]([C@H]([C@H](O2)O[C@@H]3[C@H](O[C@@H]([C@@H]([C@H]3O)O)O[C@@H]4[C@H](O[C@@H]([C@@H]([C@H]4O)O)O[C@@H]5[C@H](O[C@@H]([C@@H]([C@H]5O)O)O[C@@H]6[C@H](O[C@@H]([C@@H]([C@H]6O)O)O[C@@H]7[C@H](O[C@@H]([C@@H]([C@H]7O)O)O[C@@H]8[C@H](O[C@@H]([C@@H]([C@H]8O)O)OC9=CC=C(C=C9)[N+](=O)[O-])CO)CO)CO)CO)CO)CO)O)O
• Topological: 598
• Monoisotopic Mass: 1299.4123570
• Synonyms: 96597-16-9, 4-Nitrophenyl 4,6-ethylidene-a-D-maltoheptaoside, Ethylidene-4-nitrophenyl-a-D-Maltoheptaoside, HY-112835, CS-0066482, G76496

This compound serves as a chromogenic substrate for α-amylase and related enzyme assays, where cleavage releases yellow 4-nitrophenol measurable at 405 nm. Researchers utilize it to study starch-degrading enzymes’ kinetics and inhibition patterns in metabolic disorders. The ethylidene bridge enhances resistance to non-target enzymes, improving assay specificity. It’s particularly valuable in diabetes research and industrial enzyme characterization.

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