O-2-(Acetylamino)-2-deoxy-β-D-glucopyranosyl-(1→4)-O-2-(acetylamino)-2-deoxy-β-D-glucopyranosyl-(1→4)-2-(acetylamino)-2-deoxy-β-D-glucopyranose

HCID 444514

Completing data — usually done within a minute

Basic information

CAS
13319-32-9
Standard SMILES
CC(=O)N[C@@H]1[C@@H](O)[C@H](O[C@@H]2O[C@H](CO)[C@@H](O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3NC(C)=O)[C@H](O)[C@H]2NC(C)=O)[C@@H](CO)O[C@H]1O
InChIKey
WZZVUHWLNMNWLW-VFCSDQTKSA-N
Molecular formula
C24H41N3O16
Average molar mass
627.597 g/mol
Monoisotopic mass
627.24868223

Names & identifiers

Preferred name
O-2-(Acetylamino)-2-deoxy-β-D-glucopyranosyl-(1→4)-O-2-(acetylamino)-2-deoxy-β-D-glucopyranosyl-(1→4)-2-(acetylamino)-2-deoxy-β-D-glucopyranose
English name
Chitin
Molecular formula
C6H11NO4X2
Molecular weight
161.16

Names & synonyms

DEACETYLATED CHITINa-chitinChitin-13CXChitin (powder)SQUID PEN CHITINColloidal ChitinCHITINMICROPARTICLESPOLY-N-ACETYLGLUCOSAMINECHITIN FROM SHRIMP SHELLSBETA-(1,4)-2-ACETAMIDO-2-DEOXY-D-GLUCOSE

Database identifiers

CAS
13319-32-9、1398-61-4
PubChem CID
444514
DTXSID
DTXSID801100881
ChEMBL
CHEMBL1222017
ChEBI
CHEBI:71404
Nikkaji
J419.926J

Properties

Physicochemical properties

Melting point
300 °C · >300°C (dec.)
Boiling point
737.18 °C · 737.18°C (rough estimate)
Density
1.3744 · 1.3744 (rough estimate)
refractive index
1.6 · 1.6000 (estimate)
storage temp.
Room Temp
solubility
dilute aqueous acid (pH <6.5).: soluble

Safety & regulation

Safety data

F
3
PPE
Eyeshields, Gloves, type N95 (US)
wgk
3
tsca
TSCA listed
rtecs
FM6300000
hs_code
32139000

Chemistry & industry

Applications · 3 items

DescriptionChitin is a naturally occurring polysaccharide found in the shells of living organisms such as crabs, lobsters, tortoise, shrimps, and insects or it can be generated via fungal fermentation processes. And chitosan is a unique biobased polymer that is a derivative of chitin and forms the exoskeleton of arthropods. It is obtained by partial deacetylation of chitin using a chemical method or by enzymatic hydrolysis. In general, chitin with a degree of deacetylation of 70% or above is considered to be chitosan.

DescriptionChitin is the most abundant natural amino polysaccharide. It has a similar annual yield as cellulose. Chitin is a kind of highly valuable material in biomedical applications because of its high biocompatibility, biodegradability and non-toxicity as well as its antimicrobial activity and low immunogenicity. It can be easily processed into gels, membrane, nanofibers, beads, nanoparticle, scaffold and sponges, enables its wide applications. In the tissue engineering, it can be used for manufacturing polymer scaffold to satisfy the demands of repairing, replacing, maintaining, or enhancing the function of a particular tissue or organ. In wound dressing, chitin can be used as antimicrobial reagent. In the field of drug delivery, the water-soluble carboxymethyl chitin (CMC) nanoparticle can be used as an effective carrier in drug delivery.

Useschitin (chitine) is a moisture retainer and film-forming agent. This is a naturally occurring polysaccharide found in the shells of crustaceans, such as shrimp and crab, as well as in some fungi and algae. It is also a naturally occuring fibre found in the shells of shellfish. Used for the analysis of chitinase. lysozyme substrate.

Preparation methods · 1 item

PreparationChitin (C8H13O5N)n, is derived from the Greek word “chiton,” meaning a coat of mail. It is a natural polysaccharide of β-(1-4)-N-acetyl-D-glucosamine monomers, first identified by the chemist Henri Braconnot in 1811.A suspension of chitin crystallite particles was first prepared by Marchessault et al. in 1959. In this method, 2.5 N hydrochloric acid solution was used to treat purified chitin under reflux for 1 h. After the reflux, the excess acid was separated by a decantation process and then distilled water was added to obtain the suspension. It was observed from their method that the acid-hydrolyzed chitin spontaneously dispersed into rod-like particles that could be concentrated to a liquid crystalline phase and self-assembled to a cholesteric liquid crystalline phase above a certain concentration. Though chitins are present within numerous taxonomic groups, on the commercial scale they are usually extracted from marine crustaceans, mainly because a large amount of waste is available as a by-product of food processing.

Suppliers100 total

北京华美互利生物化工010-56205725 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
上海如吉生物科技发展有限公司+86-21-65211385-8001 36031160 · [email protected]
陕西瑞林帕尼尔生物科技有限公司029-86107037-8019 15332321378 · [email protected]
Additional notes · 1 item

DefinitionChEBI: Chitin is a polysaccharide comprisingchains of N-acetyl-d-glucosamine,a derivative of glucose. Chitin isstructurally very similar to celluloseand serves to strengthen the supportingstructures of various invertebrates. It is the second most abundant biopolymer on earth, found especially in insects and fungi.

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