ChemicalBook > CAS DataBase List > D(+)-Trehalose dihydrate

D(+)-Trehalose dihydrate

Product Name
D(+)-Trehalose dihydrate
CAS No.
6138-23-4
Chemical Name
D(+)-Trehalose dihydrate
Synonyms
TREHALOSE DIHYDRATE;D-TREHALOSE;D-TREHALOSE DIHYDRATE;Trehalose (hydrate);ALPHA-D-GLUCOPYRANOSYL-ALPHA-D-GLUCOPYRANOSIDE DIHYDRATE;Haizaotang;Trehalose 99;D-(+)-TrehaL;ose dihydrate;Trehalose2H2O
CBNumber
CB4454890
Molecular Formula
C12H22O11·2H2O
Formula Weight
378.33
MOL File
6138-23-4.mol
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D(+)-Trehalose dihydrate Property

Melting point:
97-99 °C(lit.)
alpha 
179 º (c=2, H2O)
Boiling point:
115.3 °C
refractive index 
181 ° (C=7, H2O)
FEMA 
4600 | TREHALOSE, DIHYDRATE
storage temp. 
room temp
solubility 
H2O: 50 mg/mL
form 
powder
color 
White to Off-White
optical activity
[α]20/D +179±3°, c = 2% in H2O
Water Solubility 
68.9 g/100 mL (20 ºC)
Sensitive 
Hygroscopic
Merck 
14,9580
BRN 
5322018
InChIKey
DPVHGFAJLZWDOC-NYAOJISMSA-N
CAS DataBase Reference
6138-23-4(CAS DataBase Reference)
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Safety

Hazard Codes 
Xi
Risk Statements 
38-36/37/38
Safety Statements 
37/39-26-24/25
WGK Germany 
2
RTECS 
LZ5776547
F 
3-10
TSCA 
Yes
HS Code 
29400000
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
90210
Product name
D-(+)-Trehalose dihydrate
Purity
for microbiology, ≥99.0%
Packaging
50g
Price
$241
Updated
2024/03/01
Sigma-Aldrich
Product number
625625
Product name
Trehalose, Dihydrate - CAS 6138-23-4 - Calbiochem
Purity
Non-reducingdisaccharidewhichyields2molesofD-glucoseuponacidhydrolysis
Packaging
50g
Price
$112
Updated
2024/03/01
Sigma-Aldrich
Product number
1673715
Product name
Trehalose
Purity
United States Pharmacopeia (USP) Reference Standard
Packaging
400mg
Price
$491
Updated
2024/03/01
Sigma-Aldrich
Product number
1.02776
Product name
Trehalose dihydrate
Purity
EMPROVE? EXPERT, Ph. Eur., ChP, NF, JP
Packaging
1KG
Price
$1086
Updated
2024/03/01
Sigma-Aldrich
Product number
1.02776
Product name
Trehalose dihydrate
Purity
EMPROVE? EXPERT, Ph. Eur., ChP, NF, JP
Packaging
12KG
Price
$7273
Updated
2024/03/01
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D(+)-Trehalose dihydrate Chemical Properties,Usage,Production

Description

Trehalose is a natural non-reducing disaccharide composed of two α-glucose units. It is found in all major groups of organisms except vertebrates, has biological functions as an osmolyte, storage reserve, and stress protectant, and has diverse commercial applications. Trehalose can also induce or enhance autophagy.

Chemical Properties

white to off-white crystalline powder

Chemical Properties

D(+)-Trehalose dihydrate occurs as virtually odorless, white or almost white crystals with a sweet taste (approximately 45% of the sweetness of sucrose).

Uses

D-(+)-Trehalose is a disaccharide composed of two α-glucose units. D-(+)-Trehalose is used in many processed foods as well as in biopharmaceutical monoclonal antibody formulations. D-(+)-Trehalose is also used as a protein stabilize.

Uses

Food additive; pharmaceutical excipient

Uses

An osmolyte, chemical chaperone, and inducer of autophagy.D-(+)-Trehalose is a disaccharide composed of two α-glucose units. D-(+)-Trehalose is used in many processed foods as well as in biopharmaceutical monoclonal antibody formulations. D-(+)-Trehalose is also used as a protein stabilizer.

Uses

Stabilizes cells during freezing, freeze-drying and air-drying. Sweetener and stabilizer in foods; cryoprotectant for freeze-dried foods. Additive in cosmetics and personal care products.

Production Methods

Trehalose is prepared from liquefied starch by a multistep enzymatic process. The commercial product is the dihydrate.

General Description

Trehalose is a naturally occurring disaccharide which is used as a nontoxic cryoprotectant of enzymes, membranes and vaccines. It serves as a carbohydrate reserve in microorganisms and protects them from adverse conditions.

Pharmaceutical Applications

D(+)-Trehalose dihydrate is used for the lyoprotection of therapeutic proteins, particularly for parenteral administration. Other pharmaceutically relevant applications include use as an excipient for diagnostic assay tablets; for stabilization during the freeze–thaw and lyophilization of liposomes; and for stabilization of blood cells, cosmetics, and monoclonal antibodies. Trehalose may also be used in formulations for topical application.

Biochem/physiol Actions

Trehalose is a non-reducing sugar formed from two glucose units joined by a 1-1 alpha bond. It is thought to provide plants and animals with the ability to withstanding periods of dehydration.

Safety

Trehalose is used in cosmetics, foods, and parenteral and nonparenteral pharmaceutical formulations. It is generally regarded as a relatively nontoxic and nonirritant material when used as an excipient.
In the gut, trehalose is rapidly metabolized to glucose by the specific enzyme trehalase. A small minority of the population exhibits a primary (hereditary) or secondary (acquired) trehalase deficiency and thus may experience intestinal discomfort after ingestion of excessive amounts of trehalose owing to the osmotic activity of undigested trehalose in the gut. However, smaller amounts of trehalose are tolerated by such individuals without any symptoms.
Trehalose is used as a sweetener and is reported to have substantially less cariogenic potential than sucrose.
LD50 (dog, IV): >1 g/kg
LD50 (dog, oral): >5 g/kg
LD50 (mouse, IV): >1 g/kg
LD50 (mouse, oral): >5 g/kg
LD50 (rat, IV): >1 g/kg
LD50 (rat, oral): >5 g/kg

storage

Trehalose is a relatively stable material. At 60°C for 5 hours it loses not more than 1.5% w/w of water (the dihydrate water of crystallization is retained). Open stored powder may liquefy at high relative humidity (≥90%).
Trehalose should be stored in a cool, dry place in a well-sealed container.

Purification Methods

α,α-D(+)-Trehalose crystallises (as the dihydrate) from aqueous EtOH. Dry it at 13o. For the anhydrous compound dissolve 10g in pyridine (200mL) and distil off this solvent at atmospheric pressure, and when the temperature rises to 115.3o all the H2O is removed and 73mL of distillate is collected. Most of the anhydrous material crystallises out at this stage. The crystals are collected (6.8g), washed with Et2O to give 6.1g of anhydrous product. Higher yields are obtained by slightly more prolonged distillation. [Birch J Chem Soc 3489 1965, X-ray cryst: Brown et al. Acta Cryst 28 3145 1972, Beilstein 17/8 V 3.]

Incompatibilities

Trehalose is incompatible with strong oxidizing agents, especially in the presence of heat.

Regulatory Status

GRAS listed. In the UK trehalose may be used in certain food applications. Included in parenteral and nonparenteral investigational formulations.

D(+)-Trehalose dihydrate Preparation Products And Raw materials

Raw materials

Preparation Products

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D(+)-Trehalose dihydrate Suppliers

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View Lastest Price from D(+)-Trehalose dihydrate manufacturers

Apeloa production Co.,Limited
Product
D-(+)-Trehalose dihydrate 6138-23-4
Price
US $1.00/g
Min. Order
1g
Purity
0.98
Supply Ability
1000
Release date
2024-05-09
Ouhuang Engineering Materials (Hubei) Co., Ltd
Product
D-(+)-Trehalose dihydrate 6138-23-4
Price
US $15.00/kg
Min. Order
1kg
Purity
99.912%
Supply Ability
10ton
Release date
2024-04-29
Shandong Juchuang Chemical Co., LTD
Product
D(+)-Trehalose dihydrate 6138-23-4
Price
US $20.00-5.00/kg
Min. Order
500kg
Purity
99.9
Supply Ability
200tons
Release date
2024-03-07

6138-23-4, D(+)-Trehalose dihydrateRelated Search:

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