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Merck
CN

83650

L-Rhamnose monohydrate

≥99.0%, suitable for microbiology,

Naturally occurring deoxy sugar that is found primarily in plants and some bacteria

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C6H12O5 · H2O
CAS Number:
Molecular Weight:
182.17
UNSPSC Code:
41106212
NACRES:
NA.85
PubChem Substance ID:
EC Number:
222-793-4
Beilstein/REAXYS Number:
3912643
MDL number:
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Quality Segment

assay

≥99.0% (HPLC), ≥99.0%

form

powder

optical activity

[α]20/D +8±0.5°, 2 hr, c = 5% in H2O

ign. residue

≤0.1% (as SO4)

mp

90-95 °C

solubility

H2O: 0.1 g/mL, clear, colorless

anion traces

chloride (Cl-): ≤50 mg/kg, sulfate (SO42-): ≤50 mg/kg

cation traces

As: ≤0.1 mg/kg, Cd: ≤5 mg/kg, Co: ≤5 mg/kg, Cu: ≤5 mg/kg, Fe: ≤5 mg/kg, Ni: ≤5 mg/kg, Pb: ≤5 mg/kg, Zn: ≤5 mg/kg

application(s)

microbiology

storage temp.

10-30°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

General description

Rhamnose is a deoxy sugar and got its name from the plant Buckthorn (Latin: Rhamnus) where it was isolated. The L-Rhamnose is the naturally predominant sugar form. In nature the rhamnose can be found, additionally to Buckthorn in poison Sumac, plants of the genus Uncaria and in microalgae belonging to class Bacillariophyceae (diatoms).In nature rhamnose is often found linked to other sugars. It is a common component of glycosides from many plants and found in the peptidoglycan of the cell wall of acid-fast bacteria in the Mycobacterium genus.
Rhamnose can also be fermented by several microorganisms like E. coli, Enterobacter, Citrobacter, Klebsiella and some species of Salmonella. Acid production from rhamnose is a characteristic phenotype of Listeria monocytogenes. Therefore, rhamnose can be used for differentiation and identification of bacteria, it is used in media like Rhamnose broth or Phenol red Rhamnose broth.

Application

L-Rhamnose monohydrate is used in many media formulations such as Rhamnose broth or Phenol red Rhamnose broth to facilitate differentiation of bacteria that can ferment the sugar and those that cannot.
An understanding of the rhamnose-containing polysaccharides present in the cell walls of certain bacteria can enable us to identify biosynthetic pathways that can further be used as potential targets for antibacterial therapy.



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Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)



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