470-55-3

Basic information

• Product Name: STACHYOSE
• Synonyms: .fwdarw.6)-o-alpha-d-galactopyranosyl-(1.fwdarw.6)-;alpha-d-glucopyranoside,beta-d-fructofuranosylo-alpha-d-galactopyranosyl-(1;STACHYOSE;STACHYOSE N-HYDRATE;LUPEOSE;MANNOTETRAOSE;stachyose hydrate from stachys tuberifera;TRANS-4-TERT-BUTYLCYCLOHEXYL ACETIC ACID
• CAS NO: 470-55-3
• Molecular Formula: C₂₄H₄₂O₂₁
• Molecular Weight: 666.58
• EINECS: 207-427-3
• Mol File: 470-55-3.mol
• Article Data: 4

Chemical Properties

• Melting Point: 170°C
• Boiling Point: 1044.2oC at 760mmHg
• Flash Point: 585.3oC
• Appearance: /
• Density: 1.84±0.1 g/cm3 (20 ºC 760 Torr)
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.689
• Solubility: H2O: 50 mg/mL, clear, colorless
• PKA: 12.81±0.70(Predicted)
• CAS DataBase Reference: STACHYOSE(CAS DataBase Reference)
• NIST Chemistry Reference: STACHYOSE(470-55-3)
• EPA Substance Registry System: STACHYOSE(470-55-3)

Safety Data

• Safety Statements: 22-24/25
• WGK Germany: 3
• F: 10
• Hazardous Substances Data: 470-55-3(Hazardous Substances Data)

Usage

Uses

Different sources of media describe the Uses of 470-55-3 differently. You can refer to the following data:
1. Stachyose is widely present in legumes and are indigestible by humans because of a lack of α-galactosidase. As a result, these compounds undergo fermentation in the colon with the concomitant production of CO2, H2, and CH4, commonly referred to as flatulence.
2. Stachyose - 70% is used in method for preparing high-purity Stachyose from Rehmannia glutinosa by combining subcritical and microbial fermentation.

InChI:InChI=1/C24H42O21/c25-1-6-10(28)14(32)17(35)21(41-6)39-3-8-11(29)15(33)18(36)22(42-8)40-4-9-12(30)16(34)19(37)23(43-9)45-24(5-27)20(38)13(31)7(2-26)44-24/h6-23,25-38H,1-5H2/t6-,7-,8-,9-,10-,11+,12+,13-,14+,15+,16+,17-,18-,19-,20+,21+,22+,23-,24+/m1/s1

Upstream product

• 512-69-6 D-raffinose 
• 57-50-1 Sucrose 
• 7493-95-0 4-nitrophenyl α-D-galactoside 
• 536-11-8 D-melibiose 

Downstream Products

• 59-23-4 D-Galactose 
• 57-50-1 Sucrose 
• 57-48-7 D-Fructose 
• 536-11-8 D-melibiose 
• 50-99-7 D-glucose 
• 102046-26-4 α-D-Galp-(1-6)-α-D-Galp-(1-6)-β-D-Glcp 
• 125419-02-5 α-D-Galp-(1-6)-α-D-Galp-(1-6)-α-D-Glcp-(1-2)-β-D-Fruf-(1-2)-β-D-Fruf 
• 1156479-45-6 α-D-Galp-(1-6)-α-D-Galp-(1-6)-α-D-Glcp-(1-2)-β-D-Fruf-(1-2)-β-D-Fruf-(1-2)-β-D-Fruf 
• 284665-14-1 α-D-Galactosyl-(1->6)-α-D-galactosyl-(1->6)-α-D-glucose 
• 512-69-6 D-raffinose 
• 499-39-8 O-α-D-galactopyranosyl-(1->6)-)-O-α-D-galactopyranosyl-(1->6)-O-D-glucopyranose 
• 67-47-0 5-hydroxymethyl-2-furfuraldehyde 
• 3646-73-9 α-D-galactopyranose 
• 38948-17-3 per-O-methylstachyose 

Relevant articles and documents

Transgalactosylation catalyzed by alpha-galactosidase from Candida guilliermondii H-404

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Aspergillus nidulans α-galactosidase of glycoside hydrolase family 36 catalyses the formation of α-galacto-oligosaccharides by transglycosylation

The α-galactosidase from Aspergillus nidulans (AglC) belongs to a phylogenetic cluster containing eukaryotic α-galactosidases and -galacto-oligosaccharide synthases of glycoside hydrolase family 36 (GH36). The recombinant AglC, produced in high yield (0.65 g·L-1 culture) as His-tag fusion in Escherichia coli, catalysed efficient transglycosylation with α-(1→6) regioselectivity from 40 mm 4-nitrophenol -d-galactopyranoside, melibiose or raffinose, resulting in a 37-74% yield of 4-nitrophenol α-d-Galp-(1→6) α-d-Galp, α-d-Galp- (1→6) α- d-Galp-(1→6) α-d-Glcp and α-d-Galp- (1→6) α- d-Galp-(1→6) α-d-Glcp-(1→2) α-d-Fruf (stachyose), respectively. Furthermore, among 10 monosaccharide acceptor candidates (400 mm) and the donor 4-nitrophenol -d-galactopyranoside (40 mm), -(1→6) linked galactodisaccharides were also obtained with galactose, glucose and mannose in high yields of 39-58%. AglC did not transglycosylate monosaccharides without the 6-hydroxymethyl group, i.e. xylose, l-arabinose, l-fucose and l-rhamnose, or with axial 3-OH, i.e. gulose, allose, altrose and l-rhamnose. Structural modelling using Thermotoga maritima GH36 -galactosidase as the template and superimposition of melibiose from the complex with human GH27 α-galactosidase supported that recognition at subsite +1 in AglC presumably requires a hydrogen bond between 3-OH and Trp358 and a hydrophobic environment around the C-6 hydroxymethyl group. In addition, successful transglycosylation of eight of 10 disaccharides (400 mm), except xylobiose and arabinobiose, indicated broad specificity for interaction with the +2 subsite. AglC thus transferred -galactosyl to 6-OH of the terminal residue in the -linked melibiose, maltose, trehalose, sucrose and turanose in 6-46% yield and the -linked lactose, lactulose and cellobiose in 28-38% yield. The product structures were identified using NMR and ESI-MS and five of the 13 identified products were novel, i.e. α-d-Galp-(1→6) α-d-Manp; α-d-Galp-(1→6) α- d-Glcp-(1→4) α-d-Glcp; α-d-Galp-(1→6) α- d-Galp-(1→4) α-d-Fruf; α-d-Galp-(1→6) α-d-Glcp-(1→1) α-d-Glcp; and α-d-Galp-(1→6) α- d-Glcp-(1→3) α-d-Fruf.