ACIVICIN
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- CAS-Nr.
- 42228-92-2
- Englisch Name:
- ACIVICIN
- Synonyma:
- AT-125;U-42126;(αS,5S)-;ACIVICIN;acivicine;nsc-163501;antibioticat125;AcivicinAcivicin;Antibiotic U-42126;DIHYDROXY-5-ISOXAZOLEACETICACID
- CBNumber:
- CB6242253
- Summenformel:
- C5H7ClN2O3
- Molgewicht:
- 178.57
- MOL-Datei:
- 42228-92-2.mol
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ACIVICIN Eigenschaften
- Schmelzpunkt:
- >200°C (dec.)
- Siedepunkt:
- 341.6±48.0 °C(Predicted)
- Dichte
- 1.85±0.1 g/cm3(Predicted)
- storage temp.
- 2-8°C
- L?slichkeit
- H2O: soluble10mg/mL (warmed)
- pka
- 2.02±0.10(Predicted)
- Aggregatzustand
- White solid.
- Farbe
- white to beige
- Wasserl?slichkeit
- Soluble in water at 10mg/ml with warming
- Stabilit?t:
- Hygroscopic
Sicherheit
- Risiko- und Sicherheitserkl?rung
- Gefahreninformationscode (GHS)
| Kennzeichnung gef?hrlicher |
Xn |
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| R-S?tze: |
20/21/22 |
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| S-S?tze: |
36 |
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| RIDADR |
3172 |
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| WGK Germany |
3 |
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| RTECS-Nr. |
NY2103000 |
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| HazardClass |
6.1(b) |
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| PackingGroup |
III |
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| Bildanzeige (GHS) |
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| Alarmwort |
Warnung |
| Gefahrenhinweise |
| Code |
Gefahrenhinweise |
Gefahrenklasse |
Abteilung |
Alarmwort |
Symbol |
P-Code |
| H301 |
Giftig bei Verschlucken. |
Akute Toxizit?t oral |
Kategorie 3 |
Achtung |
![GHS hazard pictograms]() src="/GHS06.jpg" width="20" height="20" /> |
P264, P270, P301+P310, P321, P330,P405, P501 |
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| Sicherheit |
| P264 |
Nach Gebrauch gründlich waschen. |
| P264 |
Nach Gebrauch gründlich waschen. |
| P270 |
Bei Gebrauch nicht essen, trinken oder rauchen. |
| P321 |
Besondere Behandlung |
| P405 |
Unter Verschluss aufbewahren. |
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ACIVICIN Chemische Eigenschaften,Einsatz,Produktion Methoden
R-S?tze Betriebsanweisung:
R20/21/22:Gesundheitssch?dlich beim Einatmen,Verschlucken und Berührung mit der Haut.
S-S?tze Betriebsanweisung:
S36:DE: Bei der Arbeit geeignete Schutzkleidung tragen.
Chemische Eigenschaften
Off-White Solid
Verwenden
Azaserine and Acivicin are classical and irreversible inhibitors of γ-Glutamyltranspeptidase
Definition
ChEBI: An L-alpha-amino acid that is L-alanine in which the methyl group is replaced by a (5S)-3-chloro-4,5-dihydro-1,2-oxazol-5-yl group. A glutamine analogue antimetabolite, it interferes with
lutamate metabolism and several glutamate-dependent synthetic enzymes. It is obtained as a fermentation product of Streptomyces sviceus bacteria.
Enzyminhibitor
This cytotoxic isoxazole and copper chelator (FW = 178.57 g/mol; CAS 42228-92-2; Source: Streptomyces sviceus), also known as L-(aS,5S)-aamino-3-chloro-4,5-dihydro-5-isoxazoleacetic acid, AT-125, and NSC165301, strongly inhibitsγ-glutamyl transpeptidase. Its clinical application in cancer treatment failed as a consequence of unacceptable toxicity, and the cause(s) of the desired and undesired biological effects have never been elucidated and only limited information about acivicin-specific targets is available. Target deconvolution by quantitative mass spectrometry (MS) has now revealed acivicin’s preference for the specific aldehyde dehydrogenase known as ALDH4A1 by binding to the catalytic site. Moreover, siRNA-mediated downregulation of ALDH4A1 results in a severe inhibition of cell growth, a finding that may explain acivicin’s cytotoxicity. Targets: Acivicin is thought to be a glutamine analogue, an assumption that is amply supported by its ability to inhibit the following enzymes that possess essential amidohydrolase activities that generate nascent ammonia: asparagine synthetase; carbamoyl-phosphate synthetase; anthranilate synthase; glutamate synthase; CTP symthetase; amidophospho-ribosyltransferase; glutamin(asparagin)ase, or glutaminase-asparaginase; GMP synthase, glutamine-dependent; phosphoribosyl-formylglycinamidine synthetase (formylglycinamidine ribonucleotide synthetase; thiol oxidase; γ-glutamyl hydrolase; imidazole-glycerol phosphate synthetase.
ACIVICIN Upstream-Materialien And Downstream Produkte
Upstream-Materialien
Downstream Produkte
ACIVICIN Anbieter Lieferant Produzent Hersteller Vertrieb H?ndler.
Global( 84)Lieferanten
42228-92-2()Verwandte Suche:
- (alpha-s,5s)-alpha-amino-3-chloro-4,5-dihydro-5-isoxazoleaceticacid
- (s-(r*,r*))-4,5-dihydro-alpha-amino-3-chloro-5-isoxazoleaceticacid
- 4,5-dihydro-alpha-amino-3-chloro-,(s-(r*,r*))-5-isoxazoleaceticaci
- acivicine
- antibioticat125
- nsc-163501
- AT-125
- ALPHA-AMINO-3-CHLORO-4,5-DIHYDRO-5-ISOXAZOLEACETIC ACID
- α-amino-3-chloro-4,5-dihydro-5-isoxazoleacetic acid
- AMINO-3-CHLORO-4,5-DIHYDROXY-5-ISOXAZOLEACETICACID
- DIHYDROXY-5-ISOXAZOLEACETICACID
- (5S,αS)-α-Amino-3-chloro-4,5-dihydro-5-isoxazoleacetic acid
- Antibiotic U-42126
- U-42126
- (αS,5S)-
- (a-S, 5S)-a-Amino-3-chloro-4,5-dihydro-5-isoxazoleacetic acid
- AcivicinAcivicin
- ACIVICIN
- (2S)-2-Amino-2-[(5S)-3-chloro-4,5-dihydroisoxazol-5-Yl]acetic acid
- 5-Isoxazoleacetic acid, α-amino-3-chloro-4,5-dihydro-, (αS,5S)-
- 5-Isoxazoleacetic acid,a-amino-3-chloro-4,5-dihydro-, (aS,5S)-
- (S)-2-Amino-2-((S)-3-chloro-4,5-dihydroisoxazol-5-yl)acetic acid
- (2S)-2-amino-2-[(5S)-3-chloro-4,5-dihydro-1,2-oxazol-5-yl]acetic acid
- 42228-92-2
- C5H7ClN2O3
- Amino Acids and Peptides
- Biochemicals and Reagents
- BioChemical
- Modified Amino Acids
- A - H
- Amines
- Chiral Reagents
- Heterocycles
- Inhibitors
- Intermediates & Fine Chemicals
- Pharmaceuticals
