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L-Arabinose

HCID 439195
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GrundinformationenÜberblickNamen und BezeichnerEigenschaftenSicherheit und RegulatorischesChemie und IndustrieZugehörige ReaktionenNotizen zur Verbindung
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Grundinformationen

CAS
5328-37-0
Standard-SMILES
OC1OC[C@H](O)[C@H](O)[C@H]1O
InChIKey
SRBFZHDQGSBBOR-HWQSCIPKSA-N
Summenformel
C5H10O5
Durchschnittliche Molmasse
150,13 g/mol

Überblick

L-arabinopyranose is the six-membered ring form of L-arabinose. It has a role as a mouse metabolite and an Escherichia coli metabolite.

Namen und Bezeichner

Bevorzugter Name
L-Arabinose
IUPAC
(3R,4S,5S)-oxane-2,3,4,5-tetrol
Lokaler Name
L-Arabinose
Englischer Name
L-Arabinose
Summenformel
C5H10O5
Molmasse
150.13

Namen und Synonyme

L-ARABINOPYRANOSEarabinopyranosideL-ArabinopyranosideL-AraArabinopyranoseArabinose l-SNFG:AraAra (SNFG)RefChem:53263GlyTouCan:G88980IRDTXCID7019733CHEBI:30849
Weitere Namen anzeigen
Amidosulfonic acidX-GAL (SOLID POWDERFEMA 3255pectinoseL- pentosePECTIN SUGARL(+)ArabinoseL(+)-ArbinoseL(+)-Gum sugar
ARAG88980IR226-214-65328-37-0ArabinoseArabinose, L-B40ROO395ZDTXSID9039733

Datenbank-Bezeichner

CAS
5328-37-0、87-72-9
PubChem CID
439195
ChEMBL
CHEMBL1357418、CHEMBL505348
ChEBI
CHEBI:17535
EC Number
201-767-6、226-214-6
Nikkaji
J192.647K

Eigenschaften

Berechnete Struktureigenschaften

XLogP
-2,5
Polarare Oberfläche (TPSA)
90,2 Ų
H-Brücken-Donoren
4
H-Brücken-Akzeptoren
5
Frei drehbare Bindungen
0
Schwere Atome
10
Formalladung
0
Komplexität
117

Experimentelle und physikochemische Eigenschaften

Chemical Classes · 2 Einträge

Biological Agents -> Monosaccharides and Derivatives

Biological Agents -> Monosaccharides and Derivatives

CosmeticsCosmetic ingredients (Arabinose) -> CIR (Cosmetic Ingredient Review)
LogP-3.02
Food AdditivesFLAVOR ENHANCER, FLAVORING AGENT OR ADJUVANT -> FDA Substance added to food
Physical Description · 2 Einträge

Colorless solid; [Merck Index]

White odorless powder; [Alfa Aesar MSDS]

Collision Cross Section · 2 Einträge

141.86 Ų [M+Na]+ [CCS Type: DT; Method: stepped-field]

134.6 Ų [M+Na]+ [CCS Type: DT; Method: single field calibrated with ESI Low Concentration Tuning Mix (Agilent)]

Physikochemische Eigenschaften

Schmelzpunkt
160 · 160-163 °C(lit.)
Siedepunkt
415.5 · 415.5±38.0 °C(Predicted)

Sicherheit und Regulatorisches

Sicherheitsangaben dienen nur zur Orientierung und ersetzen weder das Sicherheitsdatenblatt (SDB) des Lieferanten noch geltende Vorschriften oder eine fachliche Bewertung.

GHS-Klassifizierung

GHS Classification · 6 Einträge

This chemical does not meet GHS hazard criteria for 99.6% (227 of 228) of all reports.

Not Classified

Aggregated GHS information provided per 228 reports by companies from 2 notifications to the ECHA C&L Inventory.

This chemical does not meet GHS hazard criteria for 100% (6 of 6) of all reports.

Not Classified

Aggregated GHS information provided per 6 reports by companies from 1 notifications to the ECHA C&L Inventory.

Gefahrenhinweise

Regulatory Information · 5 Einträge

Chemical: L-Arabinopyranose

Chemical: L-Arabinose

Status: Active Update: 13-11-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/25105

L-Arabinose: Does not have an individual approval but may be used under an appropriate group standard

L-Arabinopyranose: Does not have an individual approval but may be used as a component in a product covered by a group standard. It is not approved for use as a chemical in its own right.

Other Safety Information · 2 Einträge

IMAP assessments - L-Arabinose: Environment tier I assessment

IMAP assessments - L-Arabinopyranose: Environment tier I assessment

Hazards Summary · 2 Einträge

May cause irritation; [Sigma-Aldrich MSDS]

May cause eye irritation; [Alfa Aesar MSDS]

Hazard Classes and Categories · 2 Einträge

Not Classified

Not Classified

Toxikologische Informationen

Chemie und Industrie

Verwendung und Herstellung

Uses · 2 Einträge

CIR ingredient: Arabinose

Monosaccharide; The L-form is found in plants and mycobacteria; Used as a nutrient in bacterial culture media; [Merck Index] Used as a flavoring agent; [FDA]

General Manufacturing Information · 2 Einträge

L-Arabinopyranose: ACTIVE

L-Arabinose: ACTIVE

Anwendungen · 3 Einträge

BeschreibungL-Arabinose is considered a rare sugar that can be found naturally within the structures of most fruits and vegetables. Due to its low caloric sweetening effects, arabinose is commonly used in nutritional supplements and prescription drugs. In addition to its sweetening effects, when reacted with amino acid blends, using the Maillard Reaction, arabinose is able to contribute to the production of savory and meaty flavors used within the food and flavor industry.L-Arabinose is commonly used in the Flavor Industry to produce meaty or cooked/roasted flavors.

OccurrenceFor biosynthetic reasons, most saccharides are almost always more abundant in nature as the "D"-form, or structurally analogous to D-glyceraldehyde. However, L-arabinose is in fact more common than D-arabinose in nature and is found in nature as a component of biopolymers such as hemicellulose and pectin. L-Arabinose is widely distributed in nature including Acacia and Larix species as a complex polysaccharide.

VerwendenThe L-arabinose operon, also known as the araBAD operon, has been the subject of much biomolecular research. The operon directs the catabolism of arabinose in E. coli, and it is dynamically activated in the presence of arabinose and the absence of glucose. In synthetic biology, arabinose is often used as a one-way or reversible switch for protein expression under the Pbad promoter in E. coli. This on-switch can be negated by the presence of glucose or reversed off by the addition of glucose in the culture medium which is a form of catabolite repression. L-Arabinose is an arabinose isomer widely found in nature, while D-arabinose is less common. L-Arabinose is a constituent of many biopolymers that make up plant cell walls. This monosaccharide is often used in cell culture media, serving as a bacterial carbon source, and can be used to distinguish between bacteria based on their fermentation abilities. L-Arabinose, in the absence of glucose, induces transcription of the ara operon in E. coli that encodes L-arabinose catabolizing enzymes. It does this by binding to the AraC protein and activating the PBAD promoter. The PBAD promoter is used in plasmid vectors as a switch for protein expression that can be turned on by L-arabinose or turned off by addition of glucose.

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Auf dieser SeiteGrundinformationenÜberblickNamen und BezeichnerEigenschaftenSicherheit und RegulatorischesChemie und IndustrieZugehörige ReaktionenNotizen zur Verbindung
Dichte
1.508 · 1.508±0.06 g/cm3(Predicted)
Dampfdruck
0 Pa · 0Pa at 20℃
Brechungsindex
104 ° · 104 ° (C=10, H2O)
FEMA
3255 · 3255 | L-ARABINOSE
storage temp.
room temp
Löslichkeit
2 O: · H2O: 1 M at 20 °C, clear, colorless
pka
12.46 · 12.46±0.20(Predicted)
Aggregatzustand
Solid
Farbe
White crystalline
PH
6.5 · 6.5-7.0 (100g/l, H2O, 20℃)
Geruch (Odor)
Odorless
Wasserlöslichkeit
almost transparency
Merck
14 · 14,761
BRN
1723085 · 1723085
Stabilität
Stable. Incompatible with strong oxidizing agents.
InChI
1S/C5H10O5/c6-1-3(8)5(10)4(9)2-7/h1,3-5,7-10H,2H2/t3-,4-,5+/m0/s1
InChIKey
PYMYPHUHKUWMLA-VAYJURFESA-N
SMILES
OC[C@H](O)[C@H](O)[C@@H](O)C=O
LogP
-2.8 at · -2.8 at 20℃
CAS Datenbank
5328 · 5328-37-0(CAS DataBase Reference)
EPA chemische Informationen
L-Arabinose (5328-37-0)
Toxicity SummarySafe in the present practices of use and concentration. Ingredient, concentration, and use information are available in documents discoverable at https://cir-reports.cir-safety.org

Sicherheitsdaten

F
3-10
wgk
3
tsca
TSCA listed
hs_code
2940 00 00
Speicherklasse
11 - Combustible Solids

Darstellung

synthetischeBy partial hydrolysis of mesquite gum.

Vor- und nachgelagerte Produkte

Vorgelagerte Rohstoffe

Ellagsure3,7,8-tri-O-methylellagic acid6-Desoxy-L-mannoseGlucoseGalactose

Nachgelagerte Produkte

3-O-Methylellagic acidXyloseL-erythro-2-Pentulose (9CI)L-Arabinose hydrazone

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Ergänzende Hinweise

Definitionl-enantiomers occur naturally. lArabinose is common in vegetable gums, especially arabic.