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MilliporeSigma

R3875

L-Rhamnose monohydrate

≥99%

Synonym(s):

6-Deoxy-L-mannose, L(+)Rhamnopyranose

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10 MG

$25.50

5 G

$58.20

10 G

$93.20

25 G

$153.00

50 G

$280.00

100 G

$454.00

$25.50


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About This Item

Empirical Formula (Hill Notation):
C6H12O5 · H2O
CAS Number:
Molecular Weight:
182.17
UNSPSC Code:
12352201
NACRES:
NA.25
PubChem Substance ID:
EC Number:
222-793-4
Beilstein/REAXYS Number:
3912643
MDL number:

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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

SMILES string

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

biological source

oranges

assay

≥99%

form

powder

technique(s)

gas chromatography (GC): suitable

color

white to off-white

mp

90 °C

solubility

water: 50 mg/mL, clear, colorless

storage temp.

room temp

Quality Level

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1 of 4

This Item
83650W37301141651
biological source

oranges

biological source

-

biological source

-

biological source

-

assay

≥99%

assay

≥99.0% (HPLC)

assay

99%

assay

≥99.0% (HPLC)

technique(s)

gas chromatography (GC): suitable

technique(s)

-

technique(s)

-

technique(s)

-

solubility

water: 50 mg/mL, clear, colorless

solubility

H2O: 0.1 g/mL, clear, colorless

solubility

-

solubility

-

Quality Level

200

Quality Level

200

Quality Level

400

Quality Level

100

form

powder

form

powder

form

-

form

-

General description

L-Rhamnose is a part of plant cell wall polysaccharides, rhamnogalacturonan I and rhamnogalacturonan.[1] It is also present in bacterial cell walland a major antigenic determinant[2] contributing to its pathogenicity.[1][2] L-rhamnose is non-absorbable in humans but is fermented by intestinal microbes. Supplementation of L-rhamnose slows down gastric emptying.[3] L-rhamnose monosaccharide conjugated immunogens have applications in cancer immunotherapies.[4] Intake of L-rhamnose elevates serum propionate levels.[5]

Application

L-Rhamnose monohydrate has been used:
  • in biofilm enhancement assay in S.pneumonia[6]
  • as a sugar drink in humans undergoing intestinal barrier permeability test[7]
  • for the standard curve generation in high performance liquid chromatography(HPLC)[8]

Other Notes

To gain a comprehensive understanding of our extensive range of Monosaccharides for your research, we encourage you to visit our Carbohydrates Category page.

Storage Class

11 - Combustible Solids

wgk

WGK 3

ppe

Eyeshields, Gloves, type N95 (US)


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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)
Bacterial glycobiology: rhamnose-containing cell wall polysaccharides in Gram-positive bacteria
Mistou MY, et al.
FEMS Microbiology Reviews, 40(4), 464-479 (2016)
L-Rhamnose increases serum propionate in humans
Vogt JA, et al.
American Journal of Clinical Nutrition, 80(1), 89-94 (2004)
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)
L-rhamnose antigen: a promising alternative to alpha-gal for cancer immunotherapies
Chen W, et al.
ACS Chemical Biology, 6(2), 185-191 (2010)

Questions

1–2 of 2 Questions  
  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer
    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/418/501/product-dating-information-06-25-mk.pdf

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  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer
    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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