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R3875

Sigma-Aldrich

L-Rhamnose monohydrate

≥99%

Synonym(s):

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

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5 G
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$120.00
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$561.00

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10 MG
$31.20
5 G
$70.90
10 G
$120.00
25 G
$221.00
50 G
$396.00
100 G
$561.00

About This Item

Empirical Formula (Hill Notation):
C6H12O5 · H2O
CAS Number:
10030-85-0
Molecular Weight:
182.17
Beilstein:
3912643
EC Number:
222-793-4
MDL number:
MFCD00071591
UNSPSC Code:
12352201
PubChem Substance ID:
24899364
NACRES:
NA.25

$31.20

Please contact Customer Service for Availability
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biological source

oranges

Quality Level

200

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

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.[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 Code

11 - Combustible Solids

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
BCCM7430
0000404824
BCCK8414
0000326993
BCCK8414

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L-Rhamnose increases serum propionate in humans
Vogt JA, et al.
American Journal of Clinical Nutrition, 80(1), 89-94 (2004)
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)
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)
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)
View All Related Papers

Questions

1–2 of 2 Questions  

  1. 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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  2. 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/449/386/product-dating-information-mk.pdf

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