Trehalose

• Catalog Number: ACM99207
• Product Name: Trehalose
• CAS: 99-20-7
• Category: Heterocyclic Organic Compound
• Synonyms: D-Trehaloseanhydrous
• IUPAC Name: (2R,3S,4S,5R,6R)-2-(Hydroxymethyl)-6-[(2R,3R,4S,5S,6R)-3,4,5-Trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxane-3,4,5-triol
• Molecular Weight: 342.3
• Molecular Formula: C12H22O11
• Canonical SMILES: C(C1C(C(C(C(O1)OC2C(C(C(C(O2)CO)O)O)O)O)O)O)O
• InChI: InChI=1S/C12H22O11/c13-1-3-5(15)7(17)9(19)11(21-3)23-12-10(20)8(18)6(16)4(2-14)22-12/h3-20H,1-2H2/t3-,4-,5-,6-,7+,8+,9-,10-,11-,12-/m1/s1
• InChI Key: HDTRYLNUVZCQOY-LIZSDCNHSA-N
• Boiling Point: 397.76 °C
• Melting Point: 203 °C
• Flash Point: 362.3 °C
• Density: 1.5800 g/cm³
• Solubility: Soluble in water
• Appearance: White to off-white powder
• Storage: Inert atmosphere, room temperature
• Assay: 0.9999
• Complexity: 348
• Covalently-Bonded Unit Count: 1
• Defined Atom Stereocenter Count: 10
• EC Number: 202-739-6
• Exact Mass: 342.11621151
• Formal Charge: 0
• Hazard Statements: Xi
• Heavy Atom Count: 23
• Hydrogen Bond Acceptor Count: 11
• Hydrogen Bond Donor Count: 8
• Isomeric SMILES: C([C@@H]1[C@H]([C@@H]([C@H]([C@H](O1)O[C@@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O)O)O)O)O
• Monoisotopic Mass: 342.11621151
• Packaging: 1 kg
• Physical State: Powder
• pKa: 12.53±0.70(Predicted)
• Rotatable Bond Count: 4
• Safety Description: 37/39-26
• Shipping: Ambient temperature
• Storage Conditions: Inert atmosphere,Room Temperature
• Topological Polar Surface Area: 190 Ų
• XLogP3-AA: -4.2

Custom Q&A

What is trehalose?

Trehalose is a sugar consisting of two molecules of glucose.

What are some organisms that synthesize trehalose?

Some bacteria, fungi, plants, and invertebrate animals synthesize trehalose as a source of energy and to survive freezing and lack of water.

When was an inexpensive extraction technology for trehalose discovered?

Around 2000, the Hayashibara company discovered an inexpensive extraction technology for trehalose from starch.

Where is trehalose used?

Trehalose is used in food, cosmetics, and as a drug.

What is the structure of trehalose?

Trehalose is a disaccharide formed by a 1,1-glycosidic bond between two α-glucose units.

How is trehalose synthesized?

Trehalose can be synthesized from corn starch through at least three biological pathways.

What are some properties of trehalose?

Trehalose is resistant to acid hydrolysis, stable in solution at high temperatures, less soluble than sucrose, and forms a rhomboid crystal. It can also interact with nucleic acids and form clusters in aqueous solutions.

What is trehalose used for in medical applications?

Trehalose is used as an ingredient in artificial tears for treating dry eye. It has also been investigated as a potential treatment for spinocerebellar ataxia type 3 (SCA3).