MilliporeSigma
All Photos(5)

R3875

Sigma-Aldrich

L-Rhamnose monohydrate

≥99%

Synonym(s):
6-Deoxy-L-mannose, L(+)Rhamnopyranose
Empirical Formula (Hill Notation):
C6H12O5 · H2O
CAS Number:
Molecular Weight:
182.17
Beilstein:
3912643
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.25

biological source

oranges

Quality Level

assay

≥99%

form

powder

technique(s)

gas chromatography (GC): suitable

mp

90 °C

SMILES string

O.C[C@@H]1O[C@@H](O)[C@H](O)[C@H](O)[C@H]1O

InChI

1S/C6H12O5.H2O/c1-2-3(7)4(8)5(9)6(10)11-2;/h2-10H,1H3;1H2/t2-,3-,4+,5+,6+;/m0./s1

InChI key

BNRKZHXOBMEUGK-NRBMBCGPSA-N

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General description

L-Rhamnose is a part of plant cell wall polysaccharides, rhamnogalacturonan I and rhamnogalacturonan. It is also present in bacterial cell walland a major antigenic determinant contributing to its pathogenicity. L-rhamnose is non-absorbable in humans but is fermented by intestinal microbes. Supplementation of L-rhamnose slows down gastric emptying. L-rhamnose monosaccharide conjugated immunogens have applications in cancer immunotherapies. Intake of L-rhamnose elevates serum propionate levels.

Application

L-Rhamnose monohydrate has been used:
  • in biofilm enhancement assay in S.pneumonia
  • as a sugar drink in humans undergoing intestinal barrier permeability test
  • for the standard curve generation in high performance liquid chromatography(HPLC)

Packaging

10 mg in glass bottle
5, 10, 25, 50, 100 g in poly bottle

Storage Class Code

13 - Non Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificate of Analysis

Enter Lot Number to search for Certificate of Analysis (COA).

Certificate of Origin

Enter Lot Number to search for Certificate of Origin (COO).

L-Rhamnose induction of Aspergillus alpha-L-rhamnosidase genes is glucose repressed via a CreA-independent mechanism acting at the level of inducer uptake
Tamayo-Ramos JA, et al.
Microbial cell factories, 11(1), 26-26 (2012)
L-Rhamnose increases serum propionate in humans
Vogt JA, et al.
American Journal of Clinical Nutrition, 80(1), 89-94 (2004)
Development and validation of a method for simultaneous separation and quantification of 5 different sugars in canine urine.
Steiner JM, et al.
Canadian Journal of Veterinary Research = Revue Canadienne De Recherche Veterinaire, 64(3), 164-164 (2000)
Bacterial glycobiology: rhamnose-containing cell wall polysaccharides in Gram-positive bacteria
Mistou MY, et al.
FEMS Microbiology Reviews, 40(4), 464-479 (2016)
The effect of L-rhamnose on intestinal transit time, short chain fatty acids and appetite regulation: a pilot human study using combined 13CO2/H2 breath tests
Byrne CS, et al.
Journal of Breath Research, 12(4), 046006-046006 (2018)

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