3-[3,5-Dihydroxy-6-(hydroxymethyl)-4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-2,4,5,6-tetrahydroxyhexanal

Base Information

• Chemical Name: 3-[3,5-Dihydroxy-6-(hydroxymethyl)-4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-2,4,5,6-tetrahydroxyhexanal
• CAS No.: 3256-04-0
• Molecular Formula: C₁₈H₃₂O₁₆
• Molecular Weight: 504.442
• DSSTox Substance ID: DTXSID40516458
• Wikidata: Q82377886
• Mol file: 3256-04-0.mol

Synonyms:3256-04-0;3-[3,5-dihydroxy-6-(hydroxymethyl)-4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-2,4,5,6-tetrahydroxyhexanal;DTXSID40516458;FT-0652035;A821321;Hexopyranosyl-(1->3)hexopyranosyl-(1->3)hexose;(2R,3S,4R,5R)-3-[(2S,3R,4S,5R,6R)-3,5-dihydroxy-6-(hydroxymethyl)-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-2,4,5,6-tetrahydroxyhexanal;3-[[3,5-dihydroxy-6-(hydroxymethyl)-4-[[3,4,5-trihydroxy-6-(hydroxymethyl)-2-oxanyl]oxy]-2-oxanyl]oxy]-2,4,5,6-tetrahydroxyhexanal;3-[6-(hydroxymethyl)-4-[6-(hydroxymethyl)-3,4,5-tris(oxidanyl)oxan-2-yl]oxy-3,5-bis(oxidanyl)oxan-2-yl]oxy-2,4,5,6-tetrakis(oxidanyl)hexanal

Chemical Property of 3-[3,5-Dihydroxy-6-(hydroxymethyl)-4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-2,4,5,6-tetrahydroxyhexanal

Chemical Property:

• Boiling Point: 971.5±65.0 °C(Predicted)
• PKA: 12.26±0.20(Predicted)
• PSA: 268.68000
• Density: 1.75±0.1 g/cm3(Predicted)
• LogP: -7.57300
• XLogP3: -6.6
• Hydrogen Bond Donor Count: 11
• Hydrogen Bond Acceptor Count: 16
• Rotatable Bond Count: 11
• Exact Mass: 504.16903493
• Heavy Atom Count: 34
• Complexity: 625

Purity/Quality:

98%Min ^*data from raw suppliers

Laminaritriose ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(C1C(C(C(C(O1)OC2C(C(OC(C2O)OC(C(C=O)O)C(C(CO)O)O)CO)O)O)O)O)O
• Uses: Laminaritriose (CAS# 3256-04-0) is a useful in biological research for production of oligosaccharides useful as synbiotics, prebiotics, digestion aids and food additives.

Technology Process of 3-[3,5-Dihydroxy-6-(hydroxymethyl)-4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-2,4,5,6-tetrahydroxyhexanal

There total 9 articles about 3-[3,5-Dihydroxy-6-(hydroxymethyl)-4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-2,4,5,6-tetrahydroxyhexanal which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

laminaritetraose (26212-72-6,34321-38-5,40871-54-3,88262-63-9) → laminaritriose (3256-04-0,5077-30-5,23393-12-6,74448-13-8,88262-62-8,89900-65-2,101756-74-5,146862-56-8) + α-D-glucopyranosyl-1-phosphate (59-56-3,27251-84-9,63779-58-8,262856-84-8)

Guidance literature:

With 3-(N-morpholino)propanesulfonic acid; Paenibacillus sp. YM-1 laminaribiose phosphorylase; Phosphate; sodium hydroxide; In water; at 45 ℃; for 0.166667h; pH=7; Enzymatic reaction;

DOI:10.1271/bbb.110772

Reference yield:

laminaritetraose (26212-72-6,34321-38-5,40871-54-3,88262-63-9) → laminaritriose (3256-04-0,5077-30-5,23393-12-6,74448-13-8,88262-62-8,89900-65-2,101756-74-5,146862-56-8) + laminaripentaose (23743-55-7,67200-97-9,116762-05-1)

Guidance literature:

Multi-step reaction with 2 steps

1: Ochromonas danica NIES-2142 1,3-β-D-glucan phosphorylase, native molecular mass estimated size-exclusion chromatography: ca. 250 kDa; potassium dihydrogenphosphate / aq. acetate buffer / 30 °C / pH 5.5 / Enzymatic reaction

2: Ochromonas danica NIES-2142 1,3-β-D-glucan phosphorylase, native molecular mass estimated size-exclusion chromatography: ca. 250 kDa; Cleland's reagent / aq. acetate buffer / 0.33 h / 30 °C / Enzymatic reaction

With potassium dihydrogenphosphate; Ochromonas danica NIES-2142 1,3-β-D-glucan phosphorylase, native molecular mass estimated size-exclusion chromatography: ca. 250 kDa; Cleland's reagent; In aq. acetate buffer;

DOI:10.1271/bbb.130411

Reference yield:

laminarihexaose (29842-30-6) → laminaritriose (3256-04-0,5077-30-5,23393-12-6,74448-13-8,88262-62-8,89900-65-2,101756-74-5,146862-56-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 3-(N-morpholino)propanesulfonic acid; Paenibacillus sp. YM-1 laminaribiose phosphorylase; Phosphate; sodium hydroxide / water / 0.17 h / 45 °C / pH 7 / Enzymatic reaction

2: 3-(N-morpholino)propanesulfonic acid; Paenibacillus sp. YM-1 laminaribiose phosphorylase; Phosphate; sodium hydroxide / water / 0.17 h / 45 °C / pH 7 / Enzymatic reaction

3: 3-(N-morpholino)propanesulfonic acid; Paenibacillus sp. YM-1 laminaribiose phosphorylase; Phosphate; sodium hydroxide / water / 0.17 h / 45 °C / pH 7 / Enzymatic reaction

With 3-(N-morpholino)propanesulfonic acid; Paenibacillus sp. YM-1 laminaribiose phosphorylase; Phosphate; sodium hydroxide; In water;

DOI:10.1271/bbb.110772

upstream raw materials:

laminarihexaose

laminaritetraose

laminaripentaose

α-D-glucopyranosyl-1-phosphate

Downstream raw materials:

methyl β-D-glucopyranosyl-(1->3)-β-D-glucopyranoside

3-O-β-D-glucopyranosyl-D-xylose

laminaritetraose

laminaripentaose

Refernces

• 1、 Kitaoka, Motomitsu,Matsuoka, Yasuyuki,Mori, Kiyotaka,Nishimoto, Mamoru,Hayashi, Kiyoshi. "Characterization of a bacterial laminaribiose phosphorylase". . p. 343 - 348. Retrieved 2012/08/08.