L 709049 | CAS#143313-51-3| MedKoo

L 709049
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WARNING: This product is for research use only, not for human or veterinary use.

MedKoo CAT#: 341129

CAS#: 143313-51-3

Description: L 709049 is a biochemical.

Chemical Structure

L 709049

CAS# 143313-51-3

Product data Instruction

Theoretical Analysis

MedKoo Cat#: 341129
Name: L 709049
CAS#: 143313-51-3
Chemical Formula: C23H32N4O8
Exact Mass: 492.22
Molecular Weight: 492.529
Elemental Analysis: C, 56.09; H, 6.55; N, 11.38; O, 25.99

Price and Availability

Size	Price	Availability	Quantity
5mg	USD 400	2 Weeks
Bulk inquiry Welcome, Customer: Please do not inquire quote if your intended use is for a patient since our products are for research use and for chemical synthesis use, not for human use . For in-stock products, we listed price in the web page. You may inquire prices for which sizes were not listed. If no price is listed, this means the product is not in stock at the moment, which may be available via custom synthesis. For cost-effective reason, minimum order of 1g is requested (typically very expensive). The lead time is usually 2-4 months. Quote of less than 1g will not be provided. MedKoo may not offer quote for below reasons: (1) current available synthetic method appears to be extremely expensive which is obviously not affordable to most customers; (2) Key raw material to make the product is temporally not available; (3) DEA controlled substances; (4) the product is under patent protection in customer’s country.

Synonym: L 709049; L-709049; L709049; Caspase-1 Inhibitor I; N-Ac-Tyr-Val-Ala-Asp-CHO; Ac-YVAD-CHO

IUPAC/Chemical Name: L-Alaninamide, N-acetyl-L-tyrosyl-L-valyl-N-((1S)-2-carboxy-1-formylethyl)-

InChi Key: KQCBPHUOVBKBPQ-SJVNDZIOSA-N

InChi Code: InChI=1S/C23H32N4O8/c1-12(2)20(23(35)27-21(33)13(3)24-16(11-28)10-19(31)32)26-22(34)18(25-14(4)29)9-15-5-7-17(30)8-6-15/h5-8,11-13,16,18,20,24,30H,9-10H2,1-4H3,(H,25,29)(H,26,34)(H,31,32)(H,27,33,35)/t13-,16-,18-,20-/m0/s1

SMILES Code: C[C@@H](C(=O)NC(=O)[C@H](C(C)C)NC(=O)[C@H](Cc1ccc(cc1)O)NC(=O)C)N[C@@H](CC(=O)O)C=O

Appearance: Solid powder

Purity: >98% (or refer to the Certificate of Analysis)

Shipping Condition: Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition: Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility: Soluble in DMSO

Shelf Life: >2 years if stored properly

Drug Formulation: This drug may be formulated in DMSO

Stock Solution Storage: 0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code: 2934.99.9001

More Info:

Product Data:

Product Data

Instruction:

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Biological target:	Ac-YVAD-CHO (L-709049) is a potent, reversible, specific tetrapeptide interleukin-lβ converting enzyme (ICE) inhibitor with mouse and human Ki values of 3.0 and 0.76 nM.
In vitro activity:	Pre-treatment with Ac-YVAD-CHO inhibited QA-induced internucleosomal DNA fragmentation. Ac-YVAD-CHO inhibited QA-induced increases in caspase-1 activity and p53 protein levels, but had no effect on QA-induced IkappaB-alpha degradation, NF-kappaB or AP-1 activation. Reference: Acta Pharmacol Sin. 2005 Feb;26(2):150-4. https://pubmed.ncbi.nlm.nih.gov/15663890/
In vivo activity:	These data demonstrate that administration of the caspase-1 inhibitor Ac-YVAD-CHO by inhalation is able to reduce the pulmonary and systemic release of proinflammatory mediators in rat endotoxaemia. Reference: Intensive Care Med. 2007 May;33(5):863-871. https://pubmed.ncbi.nlm.nih.gov/17384935/

Solubility Data

	Solvent	Max Conc. mg/mL	Max Conc. mM
Solubility
	DMF	30.0	60.91
	DMSO	30.0	60.91
	Ethanol	30.0	60.91
	PBS (pH 7.2)	5.0	10.15

Preparing Stock Solutions

The following data is based on the product molecular weight 492.53 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Concentration / Solvent Volume / Mass	1 mg	5 mg	10 mg
1 mM	1.15 mL	5.76 mL	11.51 mL
5 mM	0.23 mL	1.15 mL	2.3 mL
10 mM	0.12 mL	0.58 mL	1.15 mL
50 mM	0.02 mL	0.12 mL	0.23 mL

Formulation protocol:	1. Tamai R, Kiyoura Y. Alendronate augments lipid A-induced IL-1β release and Smad3/NLRP3/ASC-dependent cell death. Life Sci. 2018 Apr 1;198:8-17. doi: 10.1016/j.lfs.2018.02.014. Epub 2018 Feb 10. PMID: 29438662. 2. Cao Y, Gu ZL, Lin F, Han R, Qin ZH. Caspase-1 inhibitor Ac-YVAD-CHO attenuates quinolinic acid-induced increases in p53 and apoptosis in rat striatum. Acta Pharmacol Sin. 2005 Feb;26(2):150-4. doi: 10.1111/j.1745-7254.2005.00525.x. PMID: 15663890. 3. Boost KA, Hoegl S, Hofstetter C, Flondor M, Stegewerth K, Platacis I, Pfeilschifter J, Muhl H, Zwissler B. Targeting caspase-1 by inhalation-therapy: effects of Ac-YVAD-CHO on IL-1 beta, IL-18 and downstream proinflammatory parameters as detected in rat endotoxaemia. Intensive Care Med. 2007 May;33(5):863-871. doi: 10.1007/s00134-007-0588-0. Epub 2007 Mar 24. PMID: 17384935.
In vitro protocol:	1. Tamai R, Kiyoura Y. Alendronate augments lipid A-induced IL-1β release and Smad3/NLRP3/ASC-dependent cell death. Life Sci. 2018 Apr 1;198:8-17. doi: 10.1016/j.lfs.2018.02.014. Epub 2018 Feb 10. PMID: 29438662. 2. Cao Y, Gu ZL, Lin F, Han R, Qin ZH. Caspase-1 inhibitor Ac-YVAD-CHO attenuates quinolinic acid-induced increases in p53 and apoptosis in rat striatum. Acta Pharmacol Sin. 2005 Feb;26(2):150-4. doi: 10.1111/j.1745-7254.2005.00525.x. PMID: 15663890.
In vivo protocol:	1. Boost KA, Hoegl S, Hofstetter C, Flondor M, Stegewerth K, Platacis I, Pfeilschifter J, Muhl H, Zwissler B. Targeting caspase-1 by inhalation-therapy: effects of Ac-YVAD-CHO on IL-1 beta, IL-18 and downstream proinflammatory parameters as detected in rat endotoxaemia. Intensive Care Med. 2007 May;33(5):863-871. doi: 10.1007/s00134-007-0588-0. Epub 2007 Mar 24. PMID: 17384935.

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1: Yang HH, Jun HK, Jung YJ, Choi BK. Enterococcus faecalis activates caspase-1 leading to increased interleukin-1 beta secretion in macrophages. J Endod. 2014 Oct;40(10):1587-92. doi: 10.1016/j.joen.2014.06.015. Epub 2014 Aug 12. PubMed PMID: 25127933.

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4: Boost KA, Hoegl S, Hofstetter C, Flondor M, Stegewerth K, Platacis I, Pfeilschifter J, Muhl H, Zwissler B. Targeting caspase-1 by inhalation-therapy: effects of Ac-YVAD-CHO on IL-1 beta, IL-18 and downstream proinflammatory parameters as detected in rat endotoxaemia. Intensive Care Med. 2007 May;33(5):863-871. doi: 10.1007/s00134-007-0588-0. Epub 2007 Mar 24. PubMed PMID: 17384935.

5: Husain Z, Holodick N, Day C, Szymanski I, Alper CA. Increased apoptosis of CD20+ IgA + B cells is the basis for IgA deficiency: the molecular mechanism for correction in vitro by IL-10 and CD40L. J Clin Immunol. 2006 Mar;26(2):113-25. Epub 2006 Apr 26. PubMed PMID: 16758339.

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8: Cao Y, Gu ZL, Lin F, Han R, Qin ZH. Caspase-1 inhibitor Ac-YVAD-CHO attenuates quinolinic acid-induced increases in p53 and apoptosis in rat striatum. Acta Pharmacol Sin. 2005 Feb;26(2):150-4. PubMed PMID: 15663890.

9: Crowe DL, Yoon E. A common pathway for chemotherapy-induced apoptosis in human squamous cell carcinoma lines distinct from that of receptor-mediated cell death. Anticancer Res. 2003 May-Jun;23(3B):2321-8. PubMed PMID: 12894510.

10: McBride CB, McPhail LT, Vanderluit JL, Tetzlaff W, Steeves JD. Caspase inhibition attenuates transection-induced oligodendrocyte apoptosis in the developing chick spinal cord. Mol Cell Neurosci. 2003 Jul;23(3):383-97. PubMed PMID: 12837623.

11: Enomoto A, Suzuki N, Morita A, Ito M, Liu CQ, Matsumoto Y, Yoshioka K, Shiba T, Hosoi Y. Caspase-mediated cleavage of JNK during stress-induced apoptosis. Biochem Biophys Res Commun. 2003 Jul 11;306(4):837-42. PubMed PMID: 12821118.

12: Kang HJ, Soh Y, Kim MS, Lee EJ, Surh YJ, Kim HR, Kim SH, Moon A. Roles of JNK-1 and p38 in selective induction of apoptosis by capsaicin in ras-transformed human breast epithelial cells. Int J Cancer. 2003 Feb 10;103(4):475-82. PubMed PMID: 12478662.

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14: Ahn SG, Kim HS, Jeong SW, Kim BE, Rhim H, Shim JY, Kim JW, Lee JH, Kim IK. Sox-4 is a positive regulator of Hep3B and HepG2 cells' apoptosis induced by prostaglandin (PG)A(2) and delta(12)-PGJ(2). Exp Mol Med. 2002 Jul 31;34(3):243-9. PubMed PMID: 12216117.

15: Barna BP, Dweik RA, Farver CF, Culver D, Yen-Lieberman B, Thomassen MJ. Nitric oxide attenuates beryllium-induced IFNgamma responses in chronic beryllium disease: evidence for mechanisms independent of IL-18. Clin Immunol. 2002 May;103(2):169-75. PubMed PMID: 12027422.

16: Zou W, Zeng J, Zhuo M, Xu W, Sun L, Wang J, Liu X. Involvement of caspase-3 and p38 mitogen-activated protein kinase in cobalt chloride-induced apoptosis in PC12 cells. J Neurosci Res. 2002 Mar 15;67(6):837-43. PubMed PMID: 11891799.

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L 709049 featured