CAS 498-07-7

1,6-anhydro-β-D-glucose

Description:

1,6-Anhydro-β-D-glucose is a cyclic sugar derivative characterized by its unique structure, which features a six-membered ring formed by the dehydration of two hydroxyl groups at the 1 and 6 positions of β-D-glucose. This compound is a white crystalline solid that is soluble in water, reflecting its polar nature due to the presence of hydroxyl groups. It is commonly found in various natural polysaccharides, particularly in the structure of certain plant materials and as a product of cellulose degradation. The anhydro form indicates that it lacks a water molecule that would typically be present in its hydrated form, which influences its reactivity and stability. 1,6-Anhydro-β-D-glucose can participate in various chemical reactions, including glycosylation and oxidation, making it of interest in both biochemical and industrial applications. Its role in carbohydrate chemistry and potential applications in pharmaceuticals and food science highlight its significance in both natural and synthetic processes.

Formula: C₆H₁₀O₅

InChI: InChI=1/C6H10O5/c7-3-2-1-10-6(11-2)5(9)4(3)8/h2-9H,1H2/t2-,3+,4-,5+,6-/m0/s1

InChI key: InChIKey=TWNIBLMWSKIRAT-VFUOTHLCSA-N

SMILES: O[C@@H]1[C@@]2(O[C@@](OC2)([C@H](O)[C@H]1O)[H])[H]

Synonyms:

• 1,6-Anhydro-<span class="text-smallcaps">D</span>-glucopyranoside
• 1,6-Anhydro-<span class="text-smallcaps">D</span>-glucose
• 1,6-Anhydro-Beta-D-Glucopyranose
• 1,6-Anhydro-D-glucopyranoside
• 1,6-Anhydro-D-glucose
• 1,6-Anhydro-β-<span class="text-smallcaps">D</span>-glucopyranose
• 1,6-Anhydro-β-<span class="text-smallcaps">D</span>-glucose
• 1,6-Anhydro-β-D-glucopyranose
• 1,6-Anhydroglucose
• 1,6-anhidro-β-D-glucosa
• 6,8-Dioxabicyclo[3.2.1]octane, β-<span class="text-smallcaps">D</span>-glucopyranose deriv.
• <span class="text-smallcaps">D</span>-Glucose, 1,6-anhydro-
• D-Glucose, 1,6-anhydro-
• GLUCOPYRANOSE (,beta.-D), 1,6-ANHYDRO-
• Leucoglucosan
• Levoglucosan
• Nsc 46243
• β-<span class="text-smallcaps">D</span>-Glucopyranose, 1,6-anhydro-
• β-D-Glucopyranose, 1,6-anhydro-
• 6,8-Dioxabicyclo[3.2.1]octane, β-D-glucopyranose deriv.
• (-)-1,6-ANHYDRO-B-D-GLUCOPYRANOSE FOR SY
• 1,6-Anhydro-beta-D-glucopyranose, 99+%
• 1,6-Anhydro-β-D-glucose ,98%
• 1,6-Anhydro-?-glucopyranose
• 1,6-anhydro-á-d-glucopyranose
• 1,6-ANHYDRO-SS-D-GLUCOPYRANOSE, 99% MIN., HPLC
• 1,6-anhydro-β-d-[1-2H]glucose
• beta-D-Glucopyranose, 1,6-anhydro-
• Laevoglucosan
• 1,6-Anhydro-beta-D-glucopyranose (levoglucosan)
• 1,6-Anhydro-D-glucopyranose, 99℉
• 1,6-Anhydro-
• 1,6-Anhydro-β-D-glucose,Levoglucosan
• (-)-1,6-Anhydro--D-glucopyranose for synthesis
• 1,6-Anhydro-beta-D-glucopyranose min. 98%
• 1,6-Anhydro-β-D-glycopyranose
• 1,6-Anhydro-beta-D-glucose 99%
• 1,6-ANHYDRO-BETA-D-GLUCOSE (LEVOGLUCOSAN)
• 1,6-ANHYDRO-SS-D-GLUCOPYRANOSE
• 1,6-anhydro-beta-glucopyranose
• 1,6-ANHYDRO-BETA-D-GLUCOPYRA
• 1,6-ANHYDRO-BETA-D-GLUCOSE
• 1,6-anhydro-β-d-[UL-2H7]glucose
• 1,6-anhydro-beta-d-glucopyranos
• 1,6-anhydro-D-glucose (50 mg)
• 1,6-Dideoxy-1,6-epoxy-β-D-glucopyranose
• 1,6-Anhydro-β-glucopyranose
• 1,6-ANHYDRO-B-D-GLUCOSE

1,6-Anhydro-β-D-glucose

CAS: 498-07-7

Formula: C₆H₁₀O₅

Purity: >99.0%(GC)

Color and Shape: White to Light yellow powder to crystal

Molecular weight: 162.14

Ref: 3B-A1074

1,6-Anhydro-β-D-glucopyranose, 99%

CAS: 498-07-7

1,6-Anhydro-beta-D-glucopyranose is used for the preparation of biologically important and structurally diverse products such as rifamycin S, indanomycin, thromboxane B2, (+)-biotin, tetrodotoxin, quinone, macrolide antibiotics and modified sugars. It is used as a chemical tracer for biomass burning

Formula: C₆H₁₀O₅

Purity: 99%

Color and Shape: Powder or crystals or crystalline powder, White

Molecular weight: 162.14

Ref: 02-A16724

1,6-anhydro-D-glucose

CAS: 498-07-7

Heterocyclic compounds with oxygen hetero-atom(s) only, nesoi

Formula: C₆H₁₀O₅

Color and Shape: White Beige Powder

Molecular weight: 162.05282

Ref: 45-1035300

b-D-Glucopyranose, 1,6-anhydro-

CAS: 498-07-7

Formula: C₆H₁₀O₅

Purity: 98%

Color and Shape: Solid

Molecular weight: 162.1406

Ref: IN-DA00I8WB

1,6-Anhydro-β-D-glucopyranose

CAS: 498-07-7

1,6-Anhydro-β-D-glucopyranose

Formula: C₆H₁₀O₅

Purity: 98%

Color and Shape: Beige Solid

Molecular weight: 162.1406

Ref: 54-OR4810T

Levoglucosan

CAS: 498-07-7

Levoglucosan

Formula: C₆H₁₀O₅

Purity: ≥95%

Molecular weight: 162.14

Ref: 54-BUP18060

Levoglucosan

Controlled Product

CAS: 498-07-7

Formula: C₆H₁₀O₅

Color and Shape: Neat

Molecular weight: 162.14

Ref: 04-C14629735

Levoglucosan (Standard)

CAS: 498-07-7

Levoglucosan (Standard) is the standard substance of Levoglucosan, and it is applicable for quantitative analysis, quality control, and related research in biochemical experiments. Levoglucosan (1,6-anhydro-b-D-Glucose) is an anhydrohexose that is the 1,6-anhydro-derivative of beta-D-glucopyranose. It is formed from the pyrolysis of carbohydrates, such as starch and cellulose. Levoglucosan can also be utilized in the synthesis of chiral polymers such as unhydrolysable glucose polymers. Levoglucosan is also produced via caramelization of sugar. Consumption of caramel or caramel-containing sweets can lead to a short-term 5X increase in urinary levels of levoglucosan (from 20 uM/mM creatinine to 100 uM/mM creatinine).

Formula: C₆H₁₀O₅

Color and Shape: Solid

Molecular weight: 162.14

Ref: TM-TMSM-1457

Levoglucosan

CAS: 498-07-7

Levoglucosan is a byproduct of carbohydrate pyrolysis, used in chiral polymer synthesis, and increases in urine post-caramel consumption.

Formula: C₆H₁₀O₅

Purity: 99.92% - ≥95%

Color and Shape: Solid

Molecular weight: 162.14

Ref: TM-T5250

1,6-Anhydro-β-D-glucopyranose

CAS: 498-07-7

1,6-Anhydro-β-D-glucopyranose

Formula: C₆H₁₀O₅

Purity: 98%

Color and Shape: Solid-Powder

Molecular weight: 162.1406

Ref: 54-BICL4018

1,6-Anhydro-β-D-glucopyranose

CAS: 498-07-7

Formula: C₆H₁₀O₅

Purity: (HPLC) ≥ 99.0%

Color and Shape: White crystalline powder

Molecular weight: 162.14

Ref: 7W-GC5907

1,6-Anhydro-β-D-glucopyranose

CAS: 498-07-7

Stability Hygroscopic
Applications 1,6-Anhydrohexopyranoses have proven to be valuable synthons for the preparation of biologically important and structurally diverse products (e.g. rifamycin S, indanomycin, thromboxane B2, (+)-biotin, tetrodotoxin, quinone, and macrolide antibiotics) as well as for modified sugars.The chemical/physical/toxicological properties have not been thoroughly investigated. Since it is known to be a minor component of certain food materials it may be regarded as of relatively low toxicity.
References Fraser-Reid, B., et al. J. Am. Chem. Soc. 106, 731 (1984); Edwards, M.P., et al. J. Org. Chem. 49, 3503 (1984); Kelly, A.G., and Roberts, J.S. J. Chem. Soc., Chem. Commun. 228, (1980); Ogawa, T., et al. Carbohydr. Res. 57, C31 (1977); Isobe, M., et al. Tetrahedron Lett. 28, 6485 (1987); Fresnos, J.N. and Swenton, J.S. , J. Chem. Soc., Chem. Commun. 658, (1985); Kochetkov, N.K. et al., Tetrahedron Lett. 22, 4315, 4319 (1981); Georges, M. et al., Carbohydr. Res. 130, 115 (1984); Paulsen, et al., Chem. Ber. 114, 322 (1981).

Formula: C₆H₁₀O₅

Color and Shape: Neat

Molecular weight: 162.14

Ref: TR-A648100

1,6-Anhydro-beta-D-glucopyranose

CAS: 498-07-7

Used for preparation of biologically active compounds

Formula: C₆H₁₀O₅

Purity: Min. 98 Area-%

Color and Shape: White Powder

Molecular weight: 162.14 g/mol

Ref: 3D-ML06636

1,6-Anhydro-β-d-glucose

CAS: 498-07-7

Formula: C₆H₁₀O₅

Purity: 95%

Color and Shape: Solid, Light beige powder

Molecular weight: 162.053

Ref: 10-F046709