Yersiniose

    WARNING: This product is for research use only, not for human or veterinary use.

MedKoo CAT#: 341139

CAS#: 89367-91-9

Description: Yersiniose is a biochemical.


Chemical Structure

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Yersiniose
CAS# 89367-91-9

Theoretical Analysis

MedKoo Cat#: 341139
Name: Yersiniose
CAS#: 89367-91-9
Chemical Formula: C8H16O5
Exact Mass: 192.0998
Molecular Weight: 192.211
Elemental Analysis: C, 49.99; H, 8.39; O, 41.62

Price and Availability

This product is not in stock, which may be available by custom synthesis. For cost-effective reason, minimum order is 1g (price is usually high, lead time is 2~3 months, depending on the technical challenge). Quote less than 1g will not be provided. To request quote, please email to sales @medkoo.com or click below button.
Note: Price will be listed if it is available in the future.

Request quote for custom synthesis

Synonym: Yersiniose

IUPAC/Chemical Name: D-erythro-Hexose, 3,6-dideoxy-4-C-(1-hydroxyethyl)-

InChi Key: GBHWSZVYPRVYEL-AZKKLRPPSA-N

InChi Code: InChI=1S/C8H16O5/c1-4(9)8(12)3-6(10)7(11)13-5(8)2/h4-7,9-12H,3H2,1-2H3/t4?,5-,6-,7-,8+/m1/s1

SMILES Code: CC(O)[C@@]1(O)C[C@@H](O)[C@H](O)O[C@@H]1C

Appearance: Solid powder

Purity: >98% (or refer to the Certificate of Analysis)

Shipping Condition: Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition: Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility: Soluble in DMSO

Shelf Life: >2 years if stored properly

Drug Formulation: This drug may be formulated in DMSO

Stock Solution Storage: 0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code: 2934.99.9001

Preparing Stock Solutions

The following data is based on the product molecular weight 192.211 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL

Molarity Calculator

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Reconstitution Calculator

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1: Kondakova AN, Drutskaya MS, Shashkov AS, Nedospasov SA, Akimov VN, Arbatsky NP, Galchenko VF, Knirel YA. Structure of the O-polysaccharide of Pseudomonas mandelii CYar1 containing 3,6-dideoxy-4-C-[(S)-1-hydroxyethyl]-D-xylo-hexose (yersiniose A). Carbohydr Res. 2013 Nov 15;381:138-41. doi: 10.1016/j.carres.2013.08.016. Epub 2013 Aug 25. PubMed PMID: 24096274.

2: De Castro C, Kenyon JJ, Cunneen MM, Molinaro A, Holst O, Skurnik M, Reeves PR. The O-specific polysaccharide structure and gene cluster of serotype O:12 of the Yersinia pseudotuberculosis complex, and the identification of a novel L-quinovose biosynthesis gene. Glycobiology. 2013 Mar;23(3):346-53. doi: 10.1093/glycob/cws145. Epub 2012 Oct 16. PubMed PMID: 23077132.

3: Zdorovenko EL, Valueva OA, Varbanets LD, Shashkov AS, Knirel YA. Structure of the O-antigen of Budvicia aquatica 20186, a new bacterial polysaccharide that contains 3,6-dideoxy-4-C-[(S)-1-hydroxyethyl]-D-xylo-hexose (yersiniose A). Carbohydr Res. 2012 May 1;352:219-22. doi: 10.1016/j.carres.2012.02.017. Epub 2012 Feb 24. PubMed PMID: 22429774.

4: Post DM, Yu L, Krasity BC, Choudhury B, Mandel MJ, Brennan CA, Ruby EG, McFall-Ngai MJ, Gibson BW, Apicella MA. O-antigen and core carbohydrate of Vibrio fischeri lipopolysaccharide: composition and analysis of their role in Euprymna scolopes light organ colonization. J Biol Chem. 2012 Mar 9;287(11):8515-30. doi: 10.1074/jbc.M111.324012. Epub 2012 Jan 13. PubMed PMID: 22247546; PubMed Central PMCID: PMC3318738.

5: Cunneen MM, Pacinelli E, Song WC, Reeves PR. Genetic analysis of the O-antigen gene clusters of Yersinia pseudotuberculosis O:6 and O:7. Glycobiology. 2011 Sep;21(9):1140-6. doi: 10.1093/glycob/cwr010. Epub 2011 Feb 16. PubMed PMID: 21325338.

6: Mattos KA, Todeschini AR, Heise N, Jones C, Previato JO, Mendonça-Previato L. Nitrogen-fixing bacterium Burkholderia brasiliensis produces a novel yersiniose A-containing O-polysaccharide. Glycobiology. 2005 Mar;15(3):313-21. Epub 2004 Oct 27. PubMed PMID: 15509723.

7: Holst O. Lipopolysaccharides of Yersinia. An overview. Adv Exp Med Biol. 2003;529:219-28. Review. PubMed PMID: 12756761.

8: Gorshkova RP, Isakov VV, Zubkov VA, Ovodov IuS. [Structure of O-specific polysaccharide chains of the Yersinia bercoviery O:10 lipopolysaccharide]. Bioorg Khim. 1994 Nov;20(11):1231-5. Russian. PubMed PMID: 7533492.

9: Sonesson A, Jantzen E, Bryn K, Tangen T, Eng J, Zähringer U. Composition of 2,3-dihydroxy fatty acid-containing lipopolysaccharides from Legionella israelensis, Legionella maceachernii and Legionella micdadei. Microbiology. 1994 Jun;140 ( Pt 6):1261-71. PubMed PMID: 8081491.

10: Fox KF, Brown A. Properties of the genus Tatlockia. Differentiation of Tatlockia (Legionella) maceachernii and micdadei from each other and from other legionellae. Can J Microbiol. 1993 May;39(5):486-91. PubMed PMID: 8330260.

11: Zubkov VA, Gorshkova RP, Ovodov YS, Sviridov AF, Shashkov AS. Synthesis of 3,6-dideoxy-4-C-(4(1)-hydroxyethyl)hexopyranoses (yersinioses) from 1,6-anhydro-beta-D-glucopyranose. Carbohydr Res. 1992 Mar 2;225(2):189-207. PubMed PMID: 1379516.

12: Gorshkova RP, Isakov VV, Zubkov VA, Ovodov IuS. [The structure of O-specific polysaccharide of Yersinia frederiksenii serotype O:16,29 lipopolysaccharide]. Bioorg Khim. 1989 Dec;15(12):1627-33. Russian. PubMed PMID: 2483941.

13: Zubkov VA, Gorshkova RP, Burtseva TI, Isakov VV, Ovodov IuS. [Structure of the O-specific polysaccharide of the Yersinia enterocolitica serovar O:4.32 lipopolysaccharide. Serologic relations of lipopolysaccharides of Y. enterocolitica O:4.32 and Y. intermedia O:4.33]. Bioorg Khim. 1989 Feb;15(2):187-91. Russian. PubMed PMID: 2472796.

14: Zubkov VA, Gorshkova RP, Ovodov IuS. [Structure of the O-specific polysaccharide chain of the lipopolysaccharide from Yersinia intermedia serotype O:4.33]. Bioorg Khim. 1988 Jan;14(1):65-8. Russian. PubMed PMID: 2454623.

15: Gorshkova RP, Zubkov VA, Isakov VV, Ovodov IuS. [A new branched-chain monosaccharide from the Yersinia enterocolitica serotype O:4.32 lipopolysaccharide]. Bioorg Khim. 1987 Aug;13(8):1146-7. Russian. PubMed PMID: 2445358.

16: Gorshkova RP, Zubkov VA, Isakov VV, Ovodov YS. Yersiniose, a new branched-chain sugar. Carbohydr Res. 1984 Mar 15;126(2):308-12. PubMed PMID: 6713436.