rhamnose

ラムノース

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出典(authority):フリー百科事典『ウィキペディア（Wikipedia）』「2012/08/27 01:15:39」(JST)

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Rhamnose
IUPAC name (2R,3R,4R,5R,6S)-6-methyloxane-2,3,4,5-tetrol
Other names isodulcit alpha-L-Rhamnose L-rhamnose L-mannomethylose alpha-L-Rha alpha-L-Rhamnoside alpha-L-rhamnosides alpha-L-Mannomethylose 6-deoxy-L-mannose
Identifiers
CAS number	10485-94-6 N
PubChem	19233
ChemSpider	18150 Y
UNII	QN34XC755A Y
DrugBank	DB01869
KEGG	C00507 Y
ChEBI	CHEBI:16055 Y
Jmol-3D images	Image 1
SMILES O=C[C@H](O)[C@H](O)[C@@H](O)[C@@H](O)C
InChI InChI=1S/C6H12O5/c1-3(8)5(10)6(11)4(9)2-7/h2-6,8-11H,1H3/t3-,4-,5-,6-/m0/s1 Y Key: PNNNRSAQSRJVSB-BXKVDMCESA-N Y InChI=1/C6H12O5/c1-3(8)5(10)6(11)4(9)2-7/h2-6,8-11H,1H3/t3-,4-,5-,6-/m0/s1 Key: PNNNRSAQSRJVSB-BXKVDMCEBH
Properties
Molecular formula	C6H12O5
Molar mass	164.16 g/mol
Melting point	91–93 °C (monohydrate)
N (verify) (what is: Y/N?) Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

Rhamnose (Rham) is a naturally occurring deoxy sugar. It can be classified as either a methyl-pentose or a 6-deoxy-hexose. Rhamnose occurs in nature in its L-form as L-rhamnose (6-deoxy-L-mannose). This is unusual, since most of the naturally occurring sugars are in D-form. Exceptions are the methyl pentoses L-fucose and L-rhamnose and the pentose L-arabinose.

Rhamnose can be isolated from Buckthorn (Rhamnus), poison sumac, and plants in the genus Uncaria. High-rhamnose extracts from the latter have found use in anti-wrinkle creams.

Rhamnose is commonly bound to other sugars in nature. It is a common glycone component of glycosides from many plants. Rhamnose is also a component of the outer cell membrane of acid-fast bacteria in the Mycobacterium genus, which includes the organism that causes tuberculosis.

References

External links

• Use of L-rhamnose to Study Irreversible Adsorption of Bacteriophage PL-1 to a Strain of Lactobacillus casei Journal of General Virology

UpToDate Contents

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English Journal

• Characterization and antitumor activities of a water-soluble polysaccharide from Ampelopsis megalophylla.

• Xie X1, Wang J2, Zhang H2.
• Carbohydrate polymers.Carbohydr Polym.2015 Sep 20;129:55-61. doi: 10.1016/j.carbpol.2015.04.037. Epub 2015 Apr 27.
• A water-soluble polysaccharide named as AMP was isolated and purified from the leaves of Ampelopsis megalophylla by DEAE-52 Cellulose and Sephadex G-100 column chromatography. AMP had an average molecular weight of about 8.4×10(4)Da and was composed of galactose (Gal), mannose (Man), glucose (Glc),
• PMID 26050888

• Production of DagA and ethanol by sequential utilization of sugars in a mixed-sugar medium simulating microalgal hydrolysate.

• Park J1, Hong SK2, Chang YK3.
• Bioresource technology.Bioresour Technol.2015 Sep;191:414-9. doi: 10.1016/j.biortech.2015.02.072. Epub 2015 Feb 26.
• A novel two-step fermentation process using a mixed-sugar medium mimicking microalgal hydrolysate has been proposed to avoid glucose repression and thus to maximize substrate utilization efficiency. When DagA, a β-agarase was produced in one step in the mixed-sugar medium by using a recombinant Str
• PMID 25777065

• Extraction, characterization of a Ginseng fruits polysaccharide and its immune modulating activities in rats with Lewis lung carcinoma.

• Wang Y1, Huang M2, Sun R3, Pan L4.
• Carbohydrate polymers.Carbohydr Polym.2015 Aug 20;127:215-21. doi: 10.1016/j.carbpol.2015.03.070. Epub 2015 Mar 30.
• In this study, one polysaccharide (GFP1), with an average molecular weight of 1.4×10(5)Da, was isolated from Ginseng fruits. GFP1 was composed of galactose, glucose, rhamnose, and arabinose in a molar ratio of 6.1:2.0:1.1:3.2, and had a backbone mainly consisting of (1→6)-linked-Galp, (1→3,6)-l
• PMID 25965477

Japanese Journal

• Fermentative production of 1-propanol from D-glucose, L-rhamnose and glycerol using recombinant Escherichia coli

• Journal of bioscience and bioengineering 122(4), 421-426, 2016-10
• NAID 40020966120

• Novel process for producing 6-deoxy monosaccharides from L-fucose by coupling and sequential enzymatic method(ENZYMOLOGY, PROTEIN ENGINEERING, AND ENZYME TECHNOLOGY)

• Journal of bioscience and bioengineering 121(1), 1-6, 2016-01
• NAID 110010041295

• 3P-045 Mesorhizobium loti由来L-ラムノースイソメラーゼのX線結晶構造解析(酵素学,酵素工学,一般講演)

• 日本生物工学会大会講演要旨集 67, 282, 2015-09-25
• NAID 110010009460

Related Links

• ラムノース - Wikipedia

isodulcit alpha-L-Rhamnose L-rhamnose. L-mannomethylose alpha-L-Rha alpha -L-Rhamnoside alpha-L-rhamnosides alpha-L-Mannomethylose ... ラムノース ( rhamnose, Rham) は、天然に存在するデオキシ糖の一種である。L-マンノースの 6位 の ...

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