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5658-12-8

5658-12-8 Structure

5658-12-8 Structure
IdentificationBack Directory
[Name]

tyvelose
[CAS]

5658-12-8
[Synonyms]

tyvelose
D-Tyvelose
3,6-Dideoxy-
3,6-Dideoxy-D-mannose
D-arabino-Hexose, 3,6-dideoxy-
[Molecular Formula]

C6H12O4
[MDL Number]

MFCD09750748
[MOL File]

5658-12-8.mol
[Molecular Weight]

148.16
Chemical PropertiesBack Directory
[Melting point ]

NA
[Boiling point ]

125-150 °C(Press: 0.05 Torr)
[density ]

1.249±0.06 g/cm3(Predicted)
[storage temp. ]

Refrigerator, Under Inert Atmosphere
[solubility ]

Methanol (Slightly), Water (Slightly)
[form ]

Solid
[pka]

13.08±0.20(Predicted)
[color ]

Off-White to Pale Beige
[Stability:]

Hygroscopic
Hazard InformationBack Directory
[Description]

Tyvelose is an unusual 3,6-dideoxyhexose terminal sugar and the immunodominant component of glycoprotein antigens in the parasitic helminth T. spiralis, which is responsible for trichinosis in humans. It is produced in high amounts by the infective larva and is immunodominant during the muscle stage of infection. Mice immunized with tyvelose-BSA produce IgG1 antibodies to tyvelose but are not resistant to infection by T. spiralis. Tyvelose-specific antibodies (2.5 mg/20 g) administered to rat pups leads to expulsion of first stage larvae from the intestine within one hour.
[Chemical Properties]

Off-White Waxy Solid (low-melting)
[Uses]

The unusual sugar Tyvelose is the immunodominant portion of the major larval glycoprotein antigens of Trichinella spiralis, which play an important role in generating immunity against the intestinal stages of infection.
[Definition]

ChEBI: Tyvelose is a deoxymannose.
[storage]

Store at -20°C
[References]

[1] NANCY WISNEWSKI . Characterization of novel fucosyl- and tyvelosyl-containing glycoconjugates from Trichinella spiralis muscle stage larvae[J]. Molecular and biochemical parasitology, 1993, 61 1: Pages 25-35. DOI: 10.1016/0166-6851(93)90155-q
[2] P.K. GOYAL  D. W  J Wheatcroft. Tyvelose and protective responses to the intestinal stages of Trichinella spiralis[J]. Parasitology International, 2002, 51 1: Pages 91-98. DOI: 10.1016/s1383-5769(02)00002-8
[3] L.K. BLUM . Intestinal infection with Trichinella spiralis induces distinct, regional immune responses[J]. Veterinary parasitology, 2013, 194 2: Pages 101-105. DOI: 10.1016/j.vetpar.2013.01.030
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