2-Desoxy-D-ribose

2-Deoxy-D-ribose Struktur
533-67-5
CAS-Nr.
533-67-5
Bezeichnung:
2-Desoxy-D-ribose
Englisch Name:
2-Deoxy-D-ribose
Synonyma:
Deoxyribose;D-2-DEOXYRIBOSE;THYMINOSE;2-DEOXYRIBOSE;D-erythro-Pentose, 2-deoxy-;(3S,4R)-3,4,5-trihydroxypentanal;desoxyribose;D-deoxyribose;(2R,4S,5R)-5-(hydroxyMethyl)tetrahy-drofuran-2,4-diol;ribodesose
CBNumber:
CB5315585
Summenformel:
C5H10O4
Molgewicht:
134.13
MOL-Datei:
533-67-5.mol

2-Desoxy-D-ribose Eigenschaften

Schmelzpunkt:
89-90 °C(lit.)
Siedepunkt:
167.23°C (rough estimate)
alpha 
-57 º (c=1, H2O, 24hr)
Dichte
1.0590 (rough estimate)
Brechungsindex
-56 ° (C=1, H2O)
storage temp. 
Keep in dark place,Inert atmosphere,Room temperature
Löslichkeit
DMSO (Slightly), Methanol (Slightly), Water (Slightly, Sonicated)
Aggregatzustand
Crystalline Powder
pka
12.61(at 25℃)
Farbe
White to slightly yellow
Optische Aktivität
[α]22/D 59°, c = 1 in H2O
Wasserlöslichkeit
soluble
Sensitive 
Hygroscopic
Merck 
14,2908
BRN 
1721978
Stabilität:
Hygroscopic
InChIKey
ASJSAQIRZKANQN-CRCLSJGQSA-N
CAS Datenbank
533-67-5(CAS DataBase Reference)
NIST chemische Informationen
D-Erythro-pentose, 2-deoxy-(533-67-5)
EPA chemische Informationen
D-erythro-Pentose, 2-deoxy- (533-67-5)
Sicherheit
  • Risiko- und Sicherheitserklärung
  • Gefahreninformationscode (GHS)
Kennzeichnung gefährlicher Xn,Xi
R-Sätze: 20/21/22-36/37/38
S-Sätze: 24/25-37/39-36-26
WGK Germany  3
RTECS-Nr. SB7230000
3-10
TSCA  Yes
HS Code  29400000
Bildanzeige (GHS) GHS hazard pictograms
Alarmwort Warnung
Gefahrenhinweise
Code Gefahrenhinweise Gefahrenklasse Abteilung Alarmwort Symbol P-Code
H302 Gesundheitsschädlich bei Verschlucken. Akute Toxizität oral Kategorie 4 Warnung GHS hazard pictogramssrc="/GHS07.jpg" width="20" height="20" /> P264, P270, P301+P312, P330, P501
H315 Verursacht Hautreizungen. Hautreizung Kategorie 2 Warnung GHS hazard pictogramssrc="/GHS07.jpg" width="20" height="20" /> P264, P280, P302+P352, P321,P332+P313, P362
H319 Verursacht schwere Augenreizung. Schwere Augenreizung Kategorie 2 Warnung GHS hazard pictogramssrc="/GHS07.jpg" width="20" height="20" /> P264, P280, P305+P351+P338,P337+P313P
H332 Gesundheitsschädlich bei Einatmen. Akute Toxizität inhalativ Kategorie 4 Warnung GHS hazard pictogramssrc="/GHS07.jpg" width="20" height="20" /> P261, P271, P304+P340, P312
H335 Kann die Atemwege reizen. Spezifische Zielorgan-Toxizität (einmalige Exposition) Kategorie 3 (Atemwegsreizung) Warnung GHS hazard pictogramssrc="/GHS07.jpg" width="20" height="20" />
Sicherheit
P261 Einatmen von Staub vermeiden.
P280 Schutzhandschuhe/Schutzkleidung/Augenschutz tragen.
P305+P351+P338 BEI KONTAKT MIT DEN AUGEN: Einige Minuten lang behutsam mit Wasser spülen. Eventuell vorhandene Kontaktlinsen nach Möglichkeit entfernen. Weiter spülen.

2-Desoxy-D-ribose Chemische Eigenschaften,Einsatz,Produktion Methoden

R-Sätze Betriebsanweisung:

R20/21/22:Gesundheitsschädlich beim Einatmen,Verschlucken und Berührung mit der Haut.
R36/37/38:Reizt die Augen, die Atmungsorgane und die Haut.

S-Sätze Betriebsanweisung:

S24/25:Berührung mit den Augen und der Haut vermeiden.
S37/39:Bei der Arbeit geeignete Schutzhandschuhe und Schutzbrille/Gesichtsschutz tragen.
S36:DE: Bei der Arbeit geeignete Schutzkleidung tragen.
S26:Bei Berührung mit den Augen sofort gründlich mit Wasser abspülen und Arzt konsultieren.

Beschreibung

2-deoxy-D-Ribose is a reducing sugar formed as a degradation product during metabolism of thymidine by thymidine phosphorylase. It increases levels of reactive oxygen species (ROS) in HL-60 human leukemia cells when used at a concentration of 15 mM. 2-deoxy-D-Ribose (10 μM) induces tubulogenesis and migration of bovine aortic endothelial (BAE) cells. Topical administration of 2-deoxy-D-ribose increases blood vessel formation and accelerates wound healing in a rat full-thickness cutaneous wound model.

Chemische Eigenschaften

White powder

Definition

ChEBI: 2-deoxy-D-ribose is a deoxypentose that is D-ribose in which the hydroxy group at position C-2 is replaced by hydrogen. It has a role as a human metabolite, a Saccharomyces cerevisiae metabolite and a mouse metabolite. It is functionally related to a D-ribose.

läuterung methode

Dissolve 2-deoxy--D-ribose in a little H2O, evaporate to a syrup (in a vacuum), and seed to crystallise. Triturate the crystals with a little EtOAc containing 5% MeOH, decant and dry in vacuum over P2O5. It is best purified via the anilide which separates from a mixture of the ribose (100-125g) in MeOH (100mL) and redistilled aniline (40mL) in a few minutes. After standing for 20hours at room temperature, it is cooled to 0o, filtered, washed with 50% aqueous MeOH and Et2O followed by recrystallisation from ethylene glycol monomethyl ether. The anilide has m 172-173o, [ ] D 25 +46o (equilibrium in pyridine). The anilide (5g), benzaldehyde (5mL) and benzoic acid (0.5g) in H2O (150mL) are shaken mechanically for 2024hours. The aqueous phase is extracted with Et2O (3x), decolourised with a little charcoal and evaporated in a vacuum to a syrup. This is dried over P2O5 in high vacuum. The syrupy sugar weighs 3.1g and crystallises in a few days, but more rapidly on seeding. Triturate it with a little EtOAc containing 5% MeOH, decant and dry it over P2O5. At this stage it has m 78-82o, [ ] D 25 -57o (c 1, H2O final). This is a mixture of and anomers. Pure -anomer is obtained by recrystallisation from EtOAc The -anomer when recrystallised from EtOAc and isoPrOH has m 96-98o, [ ] D 25 -55o (c 0.5, H2O final). [Sowden Biochemical Preparations 5 75 1957.] The mutarotation is as follows: [] D 20.5 +96.3o(0minutes), -76o(33minutes), -56o (24hours) (c 5.8 MeOH). It is moderately hygroscopic and should be kept in a well stoppered bottle. It also crystallises from diethyl ether. [Deriaz et al. J Chem Soc 1879 1949, Beilstein 1 IV 4181, Hauske & Rapoport J Org Chem 4 4 2472 1979.]

2-Desoxy-D-ribose Upstream-Materialien And Downstream Produkte

Upstream-Materialien

Downstream Produkte


2-Desoxy-D-ribose Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

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533-67-5(2-Desoxy-D-ribose)Verwandte Suche:


  • D-.alpha.-Ribodesose
  • D-Ribose, 2-deoxy-
  • 2-deoxy-d-erythro-pentos
  • 2-Deoxypentose
  • 2-Desoxy ribosoe
  • D-(-)-2-DEOXYRIBOSE
  • D-2-DESOXYRIBOSE
  • 2-Deoxy-beta-D-erythro-pentose
  • Deoxy-D-Ribose
  • 2-DEOXY-D-RIBOSE CELL CULTURE TESTED
  • 2-Deoxy-D-Ribose98.0%Min
  • 2-Deoxy-D-ribose,99%
  • 2-DEOXY-D-RIBOSE (D-REYTHRO-2-DEOXYPENTOSE)
  • 2-DEOXY-D-RIBOSE,CRYSTALLINE
  • 3,4,5-trihydroxypentanal
  • ribodesose
  • 2-DEOXY-D-RIBOSE BR
  • D-erythro-Pentose, 2-deoxy- 533-67-5
  • 2-Deoxy-D-riboside
  • 2-Doxy-D-Ribose
  • 2-DEOXY-D-RIBOSE extrapure
  • 2-Deoxy-D-arabinose, 2-Deoxy-D-erythropentose, Thyminose
  • Ribose, 2-deoxy-, D-
  • 2-DESOXY-D-RIBOSE
  • 2'-DEOXY-D-RIBOSE
  • 2-DEOXY-D-RIBOSE
  • 2-DEOXY-D-ARABINOSE
  • 2-DEOXY-D-ERYTHRO-PENTOSE
  • D-ERYTHRO-2-DEOXYPENTOSE
  • DEOXY-D-RIBOSE,2-
  • TETRAHYDRO-2H-PYRAN-2,4,5-TRIOL
  • .alpha.-Deoxy-D-ribose
  • (2S,4S,5R)-Oxane-2,4,5-triol
  • 2-Deoxy-D-riboside >99%
  • 2-Deoxy-D-ribose 97%
  • Cladribine Impurity E
  • NAPTHALENE NEAT
  • 2-Deoxy-D-ribose (Zidovudine)
  • 2-Deoxy-D-arabinose, low endotoxin ≤10 EU/mg
  • 2-Deoxy-D-erythro-pentose, low endotoxin ≤10 EU/mg
  • 2-Deoxy-D-ribose, low endotoxin ≤10 EU/mgCell culture grade, ≥ 99% (HPLC)
  • Cladribine Impurity 5(Cladribine EP Impurity E)
  • (2S,4S,5R)-5-(hydroxymethyl)oxolane-2,4-diol
  • Cladribine EP Impurity E
  • 2DR(2-Deoxy-D-ribose)
  • 2-Deoxy-D-ribose >
  • 2'-Deoxy-D-RMbose,≥98%
  • (4S,5R)-Oxane-2,4,5-triol
  • 2-Deoxy-D-ribose USP/EP/BP
  • dextro-2-deoxyribose
  • 2-DEOXY-D-RIBOSE D2
  • 2-Deoxy-D-RiboseQ: What is 2-Deoxy-D-Ribose Q: What is the CAS Number of 2-Deoxy-D-Ribose Q: What is the storage condition of 2-Deoxy-D-Ribose Q: What are the applications of 2-Deoxy-D-Ribose
  • Deoxyribose
  • D-2-DEOXYRIBOSE
  • D-erythro-Pentose, 2-deoxy-
  • desoxyribose
  • 2-DEOXYRIBOSE
  • THYMINOSE
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