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Rhamnose

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Rhamnose[1]
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IUPAC name
(2R,3R,4R,5R,6S)-6-Methyloxane-2,3,4,5-tetrol
Other names
Isodulcit
α-L-Rhamnose
L-Rhamnose
L-Mannomethylose
α-L-Rha
α-L-Rhamnoside
α-L-Mannomethylose
6-Deoxy-L-mannose
Rhamnopyranose
Rhamnopyranoside
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10485-94-6 7pxN
ChEBI CHEBI:16055 7pxY
ChemSpider 18150 7pxY
DrugBank DB01869 7pxY
Jmol-3D images Image
KEGG C00507 7pxY
PubChem Template:Chembox PubChem/format
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C6H12O5
Molar mass Lua error in Module:Math at line 495: attempt to index field 'ParserFunctions' (a nil value). g·mol−1
Density 1.41 g/mL
Melting point Script error: No such module "convert". (monohydrate)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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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.[2]

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.[3]

References

  1. ^ Merck Index, 11th Edition, 8171.
  2. ^ "Chemical from tropical flower latest weapon against wrinkles". The Daily Telegraph. February 6, 2011. Retrieved January 7, 2011. 
  3. ^ Golan, David E., ed. (2005). "Chapter 35 - Pharmacology of the Bacterial Cell Wall". Principles of Pharmacology: The Pathophysiologic Basis of Drug Therapy. Armen H. Tashjian Jr., Ehrin J. Armstrong, Joshua N. Galanter, April Wang Armstrong, Ramy A. Arnaout, Harris S. Rose. Lippincott Williams and Wilkins. p. 569. ISBN 0-7817-4678-7. 

External links