EU/US Properties Organoleptics Cosmetics Suppliers Safety Safety in use Safety references References Other Blenders Uses Occurrence Synonyms Articles Notes
 

laevo-rhamnose
L-rhamnose

Supplier Sponsors

Name:(2R,3R,4S,5S)-2,3,4,5-tetrahydroxyhexanal
CAS Number: 3615-41-6Picture of molecule3D/inchi
Other(deleted CASRN):39665-53-7
ECHA EINECS - REACH Pre-Reg:222-793-4
FDA UNII: QN34XC755A
Nikkaji Web:J8.185J
MDL:MFCD00064366
XlogP3-AA:-2.40 (est)
Molecular Weight:164.15764000
Formula:C6 H12 O5
BioActivity Summary:listing
NMR Predictor:Predict (works with chrome, Edge or firefox)
Category:sweeteners, flavor enhancers
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Google Scholar:Search
Google Books:Search
Google Scholar: with word "volatile"Search
Google Scholar: with word "flavor"Search
Google Scholar: with word "odor"Search
Perfumer and Flavorist:Search
Google Patents:Search
US Patents:Search
EU Patents:Search
Pubchem Patents:Search
PubMed:Search
NCBI:Search
FEMA Number:3730 L-rhamnose
FDA:No longer provide for the use of these seven synthetic flavoring substances
FDA Mainterm (SATF):3615-41-6 ; L-RHAMNOSE
 
Physical Properties:
Appearance:white powder (est)
Assay: 95.00 to 100.00
Food Chemicals Codex Listed: No
Melting Point: 122.00 °C. @ 760.00 mm Hg
Boiling Point: 398.00 to 399.00 °C. @ 760.00 mm Hg
Flash Point: 408.00 °F. TCC ( 208.89 °C. )
logP (o/w): -2.459 (est)
Soluble in:
 water, 1e+006 mg/L @ 25 °C (est)
 
Organoleptic Properties:
Odor Type: odorless
Odor Strength:none
Odor Description:at 100.00 %. odorless
Flavor Type: sweet
sweet
Taste Description: sweet
Odor and/or flavor descriptions from others (if found).
 
Cosmetic Information:
CosIng:cosmetic data
Cosmetic Uses: fragrance
humectants
 
Suppliers:
Advanced Biotech
L-RHAMNOSE NATURAL
sds
AuNutra® Industries
Rhamnose P.E.
BOC Sciences
For experimental / research use only.
6-Deoxy-L-mannose
ExtraSynthese
For experimental / research use only.
L-(+)-Rhamnose monohydrate
Fleurchem
leavo-rhamnose natural
George Uhe Company
L-Rhamnose
H. Interdonati, Inc.
L-Rhamnose Monohydrate Natural, Kosher
Featured Products
Jiangyin Healthway
L(+)-Rhamnose
New functional food ingredients
O'Laughlin Industries
L-RHAMNOSE
Penta International
L-RHAMNOSE MONOHYDRATE NATURAL
Penta International
l-RHAMNOSE MONOHYDRATE
Sigma-Aldrich
L-Rhamnose, natural sourced, 99%, FG
sds
Odor: odorless
Certified Food Grade Products
Solabia
Teflose®
Odor: characteristic
Use: acts like a coating inhibiting the adhesion of undesirable and/or pathogenic bacteria on the skin surface ("TeflonTM-like" effect). Its richness in rhamnose, sugar involved in cell communication, confers it the capacity to modulate the inflammatory response in case of aggression.
Synerzine
L-Rhamnose
TCI AMERICA
For experimental / research use only.
L-(+)-Rhamnose Monohydrate >98.0%(HPLC)
sds
 
Safety Information:
Preferred SDS: View
 
Hazards identification
 
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
 
Pictogram
 
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
Not determined
Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined
 
Safety in Use Information:
Category:
sweeteners, flavor enhancers
Recommendation for laevo-rhamnose usage levels up to:
 not for fragrance use.
 
Use levels for FEMA GRAS flavoring substances on which the FEMA Expert Panel based its judgments that the substances are generally recognized as safe (GRAS).
The Expert Panel also publishes separate extensive reviews of scientific information on all FEMA GRAS flavoring substances and can be found at FEMA Flavor Ingredient Library
publication number: 13
Click here to view publication 13
 average usual ppmaverage maximum ppm
baked goods: -500.00000
beverages(nonalcoholic): -500.00000
beverages(alcoholic): --
breakfast cereal: --
cheese: --
chewing gum: -100.00000
condiments / relishes: --
confectionery froastings: -100.00000
egg products: --
fats / oils: --
fish products: --
frozen dairy: --
fruit ices: --
gelatins / puddings: --
granulated sugar: --
gravies: --
hard candy: --
imitation dairy: --
instant coffee / tea: -10.00000
jams / jellies: --
meat products: -200.00000
milk products: -50.00000
nut products: --
other grains: --
poultry: --
processed fruits: --
processed vegetables: --
reconstituted vegetables: --
seasonings / flavors: --
snack foods: -100.00000
soft candy: -500.00000
soups: --
sugar substitutes: -10.00000
sweet sauces: --
 
Safety References:
EPI System: View
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
EPA Substance Registry Services (TSCA):3615-41-6
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :19233
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:3
(2R,3R,4S,5S)-2,3,4,5-tetrahydroxyhexanal
Chemidplus:0003615416
 
References:
 (2R,3R,4S,5S)-2,3,4,5-tetrahydroxyhexanal
NIST Chemistry WebBook:Search Inchi
Canada Domestic Sub. List:3615-41-6
Pubchem (cid):19233
Pubchem (sid):135057149
 
Other Information:
(IUPAC):Atomic Weights of the Elements 2011 (pdf)
Videos:The Periodic Table of Videos
tgsc:Atomic Weights use for this web site
(IUPAC):Periodic Table of the Elements
FDA Substances Added to Food (formerly EAFUS):View
CHEBI:View
CHEMBL:View
Golm Metabolome Database:Search
KEGG (GenomeNet):C00507
HMDB (The Human Metabolome Database):HMDB00849
FooDB:FDB001176
Export Tariff Code:2940.00.6000
FDA Listing of Food Additive Status:View
VCF-Online:VCF Volatile Compounds in Food
ChemSpider:View
Wikipedia:View
 
Potential Blenders and core components note
None Found
 
Potential Uses:
None Found
 
Occurrence (nature, food, other):note
 asparagus shoot
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 banana fruit
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 basil seed
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 bean mung bean seed
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 buckthorn sea buckthorn fruit
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 buckwheat leaf
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 cacao plant
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 caper flower
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 caraway seed
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 carrot root
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 cashew sap
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 chamomile sweet false chamomile plant
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 coconut seed
Search Trop Picture
 coffee bean
Search Trop Picture
 corn silk
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 cress garden cress seed
Search Trop Picture
 date palm fruit
Search Trop Picture
 fig leaf
Search Trop Picture
 flax seed
Search Trop Picture
 garlic bulb
Search Trop Picture
 guava fruit
Search Trop Picture
 marango sap
Search Trop Picture
 okra fruit
Search Trop Picture
 olive fruit
Search Trop Picture
 onion bulb
Search Trop Picture
 peach gum
Search Trop Picture
 plum fruit
Search Trop Picture
 potato plant
Search Trop Picture
 roselle flower
Search Trop Picture
 sunflower seed
Search Trop Picture
 tarragon leaf
Search Trop Picture
 
Synonyms:
 aldehydo-L-rhamnose
6-deoxy-L-mannose
6-deoxy-laevo-mannose
isodulcit
 locaose
L-mannomethylose
laevo-mannomethylose
 mannomethylose, L-
L-mannose, 6-deoxy-
L-Rha
 rhaminopyranose, L-
 rhamnosa
a-L-rhamnose
L-rhamnose
L-(+)-rhamnose
L(+)-rhamnose
L-()-rhamnose hydrate
L-rhamnose monohydrate
leavo-rhamnose monohydrate natural
leavo-rhamnose natural
 rhamnose P.E.
 rhamnose, L-
 teflose
(2R,3R,4S,5S)-2,3,4,5-tetrahydroxyhexanal
 

Articles:

PubMed:Antioxidant and antitumor effects of polysaccharides from the fungus Pleurotus abalonus.
PubMed:Phenotype profiling links genotype to carbohydrate utilization signatures in the species Lactobacillus rhamnosus.
PubMed:Novel process for producing 6-deoxy monosaccharides from l-fucose by coupling and sequential enzymatic method.
PubMed:Characterization and immunomodulatory activities of polysaccharides from Spirogyra neglecta (Hassall) Kützing.
PubMed:Bacteriophage predation promotes serovar diversification in Listeria monocytogenes.
PubMed:A comparative study of the neutral and acidic polysaccharides from Allium macrostemon Bunge.
PubMed:Serotonergic reinforcement of intestinal barrier function is impaired in irritable bowel syndrome.
PubMed:Characterisation and immunomodulating activities of exo-polysaccharides from submerged cultivation of Hypsizigus marmoreus.
PubMed:Application of gellan gum in pharmacy and medicine.
PubMed:Welan gum: microbial production, characterization, and applications.
PubMed:[Substrate specificity of Cryptococcus albidus and Eupenicillium erubescens alpha-L-rhamnosidases].
PubMed:Differential trafficking of saccharidic probes following aspirin in clinical tests of intestinal permeability in young healthy women.
PubMed:Characterization and bioactivity of polysaccharides obtained from pine cones of Pinus koraiensis by graded ethanol precipitation.
PubMed:PrfA-like transcription factor gene lmo0753 contributes to L-rhamnose utilization in Listeria monocytogenes strains associated with human food-borne infections.
PubMed:Comparative analysis of flagellin glycans among pathovars of phytopathogenic Pseudomonas syringae.
PubMed:Synthesis of a series of monosaccharide-fipronil conjugates and their phloem mobility.
PubMed:Antibiotic resistance and growth of the emergent pathogen Escherichia albertii on raw ground beef stored under refrigeration, abuse, and physiological temperature.
PubMed:Characterization of an α-L-Rhamnosidase from Streptomyces avermitilis.
PubMed:Lactobacillus pentosus var. plantarum C29 protects scopolamine-induced memory deficit in mice.
PubMed:Rhamnolipids--next generation surfactants?
PubMed:Preparation, structure and anticoagulant activity of a low molecular weight fraction produced by mild acid hydrolysis of sulfated rhamnan from Monostroma latissimum.
PubMed:Characterization of a thermophilic L-rhamnose isomerase from Caldicellulosiruptor saccharolyticus ATCC 43494.
PubMed:Propionate as a health-promoting microbial metabolite in the human gut.
PubMed:Purification and characterization of a novel alkaline α-L-rhamnosidase produced by Acrostalagmus luteo albus.
PubMed:Formation of carcinogenic 4(5)-methylimidazole in Maillard reaction systems.
PubMed:Characterization of a thermophilic L-rhamnose isomerase from Thermoanaerobacterium saccharolyticum NTOU1.
PubMed:Practical preparation of D-galactosyl-beta1-->4-L-rhamnose employing the combined action of phosphorylases.
PubMed:A combination of biochemical and proteomic analyses reveals Bx-LEC-1 as an antigenic target for the monoclonal antibody 3-2A7-2H5-D9-F10 specific to the pine wood nematode.
PubMed:M-RTLV agar, a novel selective medium to distinguish Lactobacillus casei and Lactobacillus paracasei from Lactobacillus rhamnosus.
PubMed:Characterisation of a haemagglutinin from Hokkaido red bean (Phaseolus vulgaris cv. Hokkaido red bean).
PubMed:Loss of IrpT function in Lactococcus lactis subsp. lactis N8 results in increased nisin resistance.
PubMed:Biosynthetic pathway of sugar nucleotides essential for welan gum production in Alcaligenes sp. CGMCC2428.
PubMed:Characterization of three beta-galactoside phosphorylases from Clostridium phytofermentans: discovery of d-galactosyl-beta1->4-l-rhamnose phosphorylase.
PubMed:Physiological and biochemical characterization of the two alpha-L-rhamnosidases of Lactobacillus plantarum NCC245.
PubMed:Generation of 4-hydroxy-2,5-dimethyl-3(2H)-furanone from rhamnose as affected by reaction parameters: experimental design approach.
PubMed:The structure of the O-antigen in the endotoxin of the emerging food pathogen Cronobacter (Enterobacter) muytjensii strain 3270.
PubMed:Chemical characteristic and anticoagulant activity of the sulfated polysaccharide isolated from Monostroma latissimum (Chlorophyta).
PubMed:Dose-dependent significance of monosaccharides on intracellular alpha-L-rhamnosidase activity from Pseudoalteromonas sp.
PubMed:Occurrence, production, and applications of gellan: current state and perspectives.
PubMed:In vivo anti-influenza virus activity of an immunomodulatory acidic polysaccharide isolated from Cordyceps militaris grown on germinated soybeans.
PubMed:Structural characterization and serological specificities of lipopolysaccharides from Salmonella enterica serovar Gallinarum biovar Pullorum standard, intermediate and variant antigenic type strains.
PubMed:Lactobacillus ghanensis sp. nov., a motile lactic acid bacterium isolated from Ghanaian cocoa fermentations.
PubMed:Efficient biosynthesis of D-allose from D-psicose by cross-linked recombinant L-rhamnose isomerase: separation of product by ethanol crystallization.
PubMed:Discovery of natural atypical nonhemolytic Listeria seeligeri isolates.
PubMed:A novel enzymatic approach to the massproduction of L-galactose from L-sorbose.
PubMed:Preparation of L-talose and D-gulose from L-tagatose and D-sorbose, respectively, using immobilized L-rhamnose isomerase.
PubMed:Structural characterization of a flavonoid-inducible Pseudomonas aeruginosa A-band-like O antigen of Rhizobium sp. strain NGR234, required for the formation of nitrogen-fixing nodules.
PubMed:Novel reactions of L-rhamnose isomerase from Pseudomonas stutzeri and its relation with D-xylose isomerase via substrate specificity.
PubMed:Cloning, nucleotide sequence, and overexpression of the L-rhamnose isomerase gene from Pseudomonas stutzeri in Escherichia coli.
PubMed:Development of a L-rhamnose and D-arabitol supplemented MacConkey agar to identify pathogenic Yersinia enterocolitica among environmental Yersinias in swine production wastes.
PubMed:Organization of genes required for gellan polysaccharide biosynthesis in Sphingomonas elodea ATCC 31461.
PubMed:Analysis of reducing carbohydrates by reductive tryptamine derivatization prior to micellar electrokinetic capillary chromatography.
PubMed:Intestinal passive absorption of water-soluble compounds by sparrows: effect of molecular size and luminal nutrients.
PubMed:Sequence of the Escherichia coli O26 O antigen gene cluster and identification of O26 specific genes.
PubMed:Sensitive and rapid immunoassays for Salmonella enteritidis.
PubMed:Use of an orally administered combined sugar solution to evaluate intestinal absorption and permeability in cats.
PubMed:Effect of molecular structure and water content on the dielectric relaxation behaviour of amorphous low molecular weight carbohydrates above and below their glass transition.
PubMed:alpha-L-rhamnosidase of Sphingomonas sp. R1 producing an unusual exopolysaccharide of sphingan.
PubMed:Role of Streptococcus thermophilus MR-1C capsular exopolysaccharide in cheese moisture retention.
PubMed:Predicting helical structures of the exopolysaccharide produced by Lactobacillus sake 0- 1.
PubMed:Linkage of genes essential for synthesis of a polysaccharide capsule in Sphingomonas strain S88.
PubMed:Certain functional properties of gums derived from some lesser known tropical legumes (Afzelia africana, Detarium microcarpum and Mucuna flagellipes).
PubMed:[Characteristics of the plasmid profile of inositol- and rhamnose- negative strains of Salmonella typhimurium].
PubMed:Preparation and taste of certain glycosides of flavanones and of dihydrochalcones.
PubMed:[Intestinal permeability in children with food allergy].
PubMed:Improvement of abnormal lactulose/rhamnose permeability in active Crohn's disease of the small bowel by an elemental diet.
PubMed:Gastrointestinal permeability in food-allergic eczematous children.
PubMed:Vibrio furnissii (formerly aerogenic biogroup of Vibrio fluvialis), a new species isolated from human feces and the environment.
PubMed:Adsorption of Bacteriophage eb7 on Streptococcus cremoris EB7.
PubMed:Atypical biogroups of Escherichia coli found in clinical specimens and description of Escherichia hermannii sp. nov.
PubMed:Mutagenicity of the L-rhamnose-ammonia-hydrogen sulfide Browning reaction mixture.
 
Notes:
Constit. of many glycosides in plants. Quercetin (main constit. of lemon flavin) and Naringin (from grapefruit-canning wastes) have been used as sources A methylpentose whose L- isomer is found naturally in many plant glycosides and some gram-negative bacterial lipopolysaccharides.; 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 is a component of the outer cell membrane of acid-fast bacteria in the Mycobacterium genus, which includes the organsism that causes tuberculosis.
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