Pepstatin
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- CAS-Nr.
- 26305-03-3
- Bezeichnung:
- Pepstatin
- Englisch Name:
- Pepstatin
- Synonyma:
- PEPSTATIN A;(3S,4S)-4-AMINO-3-HYDROXY-6-METHYL-HEPTANOIC ACID;CPSD;PEPSTATIN;PepstainA;ahpatininc;procidins735a;A Pepstatin A;Pepstatin A TFA;PEPSTATIN A 10MG
- CBNumber:
- CB5155004
- Summenformel:
- C34H63N5O9
- Molgewicht:
- 685.89
- MOL-Datei:
- 26305-03-3.mol
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Pepstatin Eigenschaften
- Schmelzpunkt:
- 233 °C (dec.)(lit.)
- alpha
- D27 -90.3° (c = 0.288 in methanol)
- Siedepunkt:
- 695.91°C (rough estimate)
- Dichte
- 1.1340 (rough estimate)
- Brechungsindex
- 1.7500 (estimate)
- storage temp.
- 2-8°C
- L?slichkeit
- 10% acetic acid in methanol: 1 mg/mL
- pka
- 4.17±0.10(Predicted)
- Aggregatzustand
- White solid
- Farbe
- Colorless needles
- Biologische Quelle
- synthetic
- Optische Aktivit?t
- Optical rotation: -90.0 ± 5° (c = 0.5, MeOH, 20°C).
- Wasserl?slichkeit
- It is soluble in 10% (v/v) acetic acid in methanol (9:1 methanol:acetic acid) (1 mg/ml), ethanol (1-2 mg/ml with heat up to 60°C), DMSO (5 mg/ml), methanol (1 mg/ml), and acetic acid. Insoluble in benzene, chloroform, water, 1 M NaOH, and ether.
- Specific Activity
- ≥100,000U/mg
- BRN
- 2201362
- Stabilit?t:
- Stable. Incompatible with strong bases, strong acids.
- InChIKey
- JKGWASGTXVCDML-LXTPJMTPSA-N
- CAS Datenbank
- 26305-03-3(CAS DataBase Reference)
Sicherheit
- Risiko- und Sicherheitserkl?rung
- Gefahreninformationscode (GHS)
| S-S?tze: |
22-24/25 |
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| WGK Germany |
2 |
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| RTECS-Nr. |
SC6155000 |
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| F |
10 |
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| HS Code |
29241990 |
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| Toxizit?t |
LD50 in mice, rats, rabbits, dogs (mg/kg): 1090, 875, 820, 450 i.p.; all >2000 orally (Umezawa, 1970) |
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| Bildanzeige (GHS) |
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| Alarmwort |
Warnung |
| Gefahrenhinweise |
| Code |
Gefahrenhinweise |
Gefahrenklasse |
Abteilung |
Alarmwort |
Symbol |
P-Code |
| H315 |
Verursacht Hautreizungen. |
Hautreizung |
Kategorie 2 |
Warnung |
![GHS hazard pictograms]() src="/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 pictograms]() src="/GHS07.jpg" width="20" height="20" /> |
P264, P280, P305+P351+P338,P337+P313P |
| H335 |
Kann die Atemwege reizen. |
Spezifische Zielorgan-Toxizit?t (einmalige Exposition) |
Kategorie 3 (Atemwegsreizung) |
Warnung |
![GHS hazard pictograms]() src="/GHS07.jpg" width="20" height="20" /> |
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| Sicherheit |
| P261 |
Einatmen von Staub vermeiden. |
| P305+P351+P338 |
BEI KONTAKT MIT DEN AUGEN: Einige Minuten lang behutsam mit Wasser spülen. Eventuell vorhandene Kontaktlinsen nach M?glichkeit entfernen. Weiter spülen. |
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Pepstatin Chemische Eigenschaften,Einsatz,Produktion Methoden
S-S?tze Betriebsanweisung:
S22:Staub nicht einatmen.
S24/25:Berührung mit den Augen und der Haut vermeiden.
Beschreibung
Pepstatin A is a bacterial-
derived chemotactic pentapeptide that irreversibly inhibits aspartic proteases, including pepsin, gastricsin, renin, cathepsin E, and cathepsin D. Pepstatin A has been reported to stimulate human neutrophil degranulation (EC50 = 0.75 μM) and super oxide production (EC50 = 1.5 μM). Pepstatin A has been widely used as a research tool in studies of protease mechanisms and biological functions and has been examined as a therapeutic agent for inflammatory conditions including gastric ulcer, edema, and hypertension.
Chemische Eigenschaften
solid
Verwenden
Pepstatin A are natural, statine-containing peptides that acts as inhibitor of aspartic protease enzymes.
Allgemeine Beschreibung
Pepstatin A is a naturally occurring chemotactic peptide and inhibitor of aspartic proteases that was initially isolated from culture filtrates of various Actinomycetes species, with the initial name simply of “pepstatin”. This name was later modified to “pepstatin A” to distinguish the original pepstatin from later derivatives. Pepstatin A notably contains the unusual amino acid 4-amino-hydroxy-6-methylheptanoic acid (AHMHA), which is known also as statine. The amino acid sequence of pepstatin A is N-Isovaleryl-L-Valyl-L-Valyl-AHMHA-L-Alanyl-AHMHA.
Sicherheitsprofil
Moderately toxic by intraperitoneal route. When heated to decomposition it emits toxic fumes of NOx.
Enzyminhibitor
This naturally occurring statine-containing peptidomimetic (FWfree-acid = 685.90 g/mol; CAS 26305-03-3), also called pepstatin A and isovalerylpepstatin and named systematically as N-(isovaleryl)-L-valyl-L-valyl-statylL-alanyl-statine (where the statyl residue is a (3S,4S)-4-amino-3-hydroxy-6- methylheptanoyl residue and the C-terminal statine is the corresponding acid), is a presumptive transition-state analogue for prototypical aspartate proteinase pepsin (Ki = 46 pM). Pepstatin will also inhibit other carboxy proteinases. The inhibitory effectiveness of statine-containing peptides has been widely exploited by incorporating the statine residue into peptides that otherwise match sequence preferences of the target enzyme’s sub-sites. Because pepstatin has a low solubility in water, it is often dissolved indimethyl sulfoxide, methanol, or ethanol. Note that many derivatives of pepstatin are available, each displaying a different spectrum of inhibitory effects. Pepstatin B and C are the N-(n-caproyl)- and N-(iso-caproyl)- derivatives, respectively. Note: Above a critical concentration of 0.1 mM in low ionic-strength and neutral buffers, pepstatin often polymerizes into filaments that be several micrometers in length and have characteristic diameters ranging between 6 and 12 nm
Pepstatin Upstream-Materialien And Downstream Produkte
Upstream-Materialien
Downstream Produkte
Pepstatin Anbieter Lieferant Produzent Hersteller Vertrieb H?ndler.
Global( 316)Lieferanten
26305-03-3(Pepstatin)Verwandte Suche:
- ahpatininc
- pepsininhibitors735a
- procidins735a
- PEPSTATIN
- X-VAL-VAL-STATYL-ALA-STATIN
- AHMHA ISOVALERYL-L-VAL-L-VAL-AHMHA-L-ALA-STA
- Pepstatin A, Ultra Pure
- pepstatin|Pep A|PEP|peptistatin A|pepstatine A|Pepstatin A|pepstatine
- pepstatin|Pepstatin A
- Pepstatin A Microbial
- N-(3-methyl-1-oxobutyl)-L-valyl-L-valyl-(3S,4S)-4-amino-3-hydroxy-6-methylheptanoyl-N-[(1S)-1-[(1S)-2-carboxy-1-hydroxyethyl]-3-methylbutyl]-L-alaninamide
- Anti-CATD (light chain, Cleaved-Gly65) antibody produced in rabbit
- Cathepsin D heavy chain
- Cathepsin D light chain
- CPSD
- Anti-CATD (heavy chain, Cleaved-Leu169) antibody produced in rabbit
- EZNA KIT MICROELUTE VIRAL DNA/RNA
- SUCROSE PROTEOMICS GRADE
- I-VALERYL-L-VAL-L-VAL-AHMHA-L-ALA-AHMHA
- IVA-VAL-VAL-STA-ALA-STA
- ISOVALERYL-VAL-VAL-4-AMINO-3-HYDROXY-6-METHYLHEPTANOYL-ALA-4-AMINO-3-HYDROXY-6-METHYLHEPTANOIC ACID
- ISOVALERYL-VAL-VAL-STA-ALA-STA
- ISOVALERYL-VAL-VAL-STA-ALA-STA-OH
- ISOVALERYL-VAL-VAL-STA-ALA-STA-OH (MICROBIAL PRODUCT)
- ISOVALERYL-L-VAL-L-VAL-AHMHA-L-ALA-AHMHA STA
- ISO-VALERYL-L-VAL-L-VAL-STA-L-ALA-STA
- ISOVALERYL-L-VAL-L-VAL-STATINYL-L-ALA-STATINE
- ISOVALERYL-L-VALYL-L-VALYL-[(3S,4S)-4-AMINO-3-HYDROXY-6-METHYLHEPTANOYL]-L-ALANYL[(3S,4S)-4-AMINO-3-HYDROXY-6-METHYLHEPTANOIC ACID]
- ISOVALERYL-L-VALYL-L-VALYL-4-AMINO-3-HYDROXY-6-METHYLHEPTANOYL-L-ALANYL-4-AMINO-3-HYDROXY-6-METHYLHEPTANOIC ACID
- ISOVAL-VAL-VAL-4-AMINO-3-HYDROXY-5-METHYLHEPTANOYL-ALA-4-AMINO-3-HYDROXY-6-METHYLHEPTANOIC ACID
- ISOVAL-VAL-VAL-STA-ALA-STA
- Pepstatin (microbial product)
- pepstatin A ~120'000 U/mg
- pepstatin A from microbial source
- PEPSTATIN A SYNTHETIC
- PEPSTATIN ULTRA PURE GRADE
- (3S,4S)-3-Hydroxy-4-[[(2S)-2-[[(3S,4S)-3-hydroxy-6-methyl-4-[[(2S)-3-methyl-2-[[(2S)-3-methyl-2-(3-methylbutanoylamino)butanoyl]amino]butanoyl]amino]heptanoyl]amino]propanoyl]amino]-6-methylheptanoic acid
- N-Isovaleryl-L-valyl-L-valyl-3-hydroxy-6-methyl-gamma-aminoheptanoyl-L-alanyl-3-hydroxy-6-methyl-gamma-aminoheptanoic acid
- N-Isovaleryl-L-valyl-L-valyl-3-hydroxy-6-methyl-g-aminoheptanoyl-L-alanyl-3-hydroxy-6-methyl-g-aminoheptanoic acid
- (3S,4S)-4-[N-[(3S,4S)-4-[N-[N-(3-Methyl-1-oxobutyl)-L-valyl]-L-valylamino]-3-hydroxy-6-methylheptanoyl]-L-alanylamino]-3-hydroxy-6-methylheptanoic acid
- Isovalerylpepstatin
- N-Isovaleryl-L-Val-L-Val-[(3S,4S)-3-hydroxy-4-amino*-6-methylheptanoyl]-L-Ala-[(3S,4S)-3-hydroxy-4-amino*-6-methylheptanoyl]-OH
- L-Alaninamide, N-(3-methyl-1-oxobutyl)-L-valyl-L-valyl-(3S,4S)-4-amino-3-hydroxy-6-methylheptanoyl-N-(1S)-1-(1S)-2-carboxy-1-hydroxyethyl-3-methylbutyl-
- PepstainA
- A Pepstatin A
- Pepstatin, ≥98% (HPLC)
- InSolution Pepstatin A, Synthetic - CAS 26305-03-3 - Calbiochem
- Pepstatin A, Synthetic - CAS 26305-03-3 - Calbiochem
- PEPSTATIN A 10MG
- Pepstatin USP/EP/BP
- 3-Trilinoleoylglycerol
- PEPSTATIN A
- (3S,4S)-4-AMINO-3-HYDROXY-6-METHYL-HEPTANOIC ACID
- (6S,9S,12S,13S,17S,20S,21S)-13,21-Dihydroxy-12,20-diisobutyl-6,9-diisopropyl-2,17-dimethyl-4,7,10,15,18-pentaoxo-5,8,11,16,19-pentaazatricosan-23-oic acid
- Pepstatin A >95%
- Pepstatin A TFA
- Pepstatin A, aspartic protease inhibitor
- Pepstatin, 10 mM in DMSO
