LDN-05233 | CAS#1387005-23-3 | SIRT1/2/3 fluorogenic substrate

LDN-05233
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WARNING: This product is for research use only, not for human or veterinary use.

MedKoo CAT#: 464558

CAS#: 1387005-23-3

Description: LDN-05233 is a fluorogenic substrate for sirtuin 1 (SIRT1), SIRT2, and SIRT3. It is selectively deacylated by SIRT1-3 over SIRT6. Upon enzymatic cleavage by SIRT1, SIRT2, or SIRT3, LDN-05233 is released and its fluorescence can be used to quantify SIRT1, SIRT2, and SIRT3 activity. LDN-05233 displays excitation/emission maxima of 340-360/440-460 nm, respectively. This product has no formal name at the moment. For the convenience of communication, a temporary code name was therefore proposed according to MedKoo Chemical Nomenclature (see web page: https://www.medkoo.com/page/naming).

Chemical Structure

LDN-05233

CAS# 1387005-23-3

Product data Instruction

Theoretical Analysis

MedKoo Cat#: 464558
Name: LDN-05233
CAS#: 1387005-23-3
Chemical Formula: C36H52N8O9
Exact Mass: 740.39
Molecular Weight: 740.859
Elemental Analysis: C, 58.36; H, 7.08; N, 15.13; O, 19.44

Price and Availability

Size	Price	Availability
1mg	USD 275	2 Weeks
5mg	USD 650	2 Weeks
10mg	USD 1050	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: LDN-05233; LDN05233; LDN 05233; Ac-QPKK(Ac)-AMC;

IUPAC/Chemical Name: (S)-N-((S)-1-(((S)-6-acetamido-1-((4-methyl-2-oxo-2H-chromen-7-yl)amino)-1-oxohexan-2-yl)amino)-6-amino-1-oxohexan-2-yl)-1-(acetyl-L-glutaminyl)pyrrolidine-2-carboxamide

InChi Key: LHVYYJGFOAKRPP-DZUOILHNSA-N

InChi Code: InChI=1S/C36H52N8O9/c1-21-19-32(48)53-30-20-24(12-13-25(21)30)41-33(49)26(10-5-7-17-39-22(2)45)42-34(50)27(9-4-6-16-37)43-35(51)29-11-8-18-44(29)36(52)28(40-23(3)46)14-15-31(38)47/h12-13,19-20,26-29H,4-11,14-18,37H2,1-3H3,(H2,38,47)(H,39,45)(H,40,46)(H,41,49)(H,42,50)(H,43,51)/t26-,27-,28-,29-/m0/s1

SMILES Code: NCCCC[C@H](NC([C@@H]1CCCN1C([C@@H](NC(C)=O)CCC(N)=O)=O)=O)C(N[C@@H](CCCCNC(C)=O)C(NC2=CC=C3C(C)=CC(OC3=C2)=O)=O)=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: To be determined

Shelf Life: >2 years if stored properly

Drug Formulation: To be determined

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:

View handling instruction

Biological target:	A fluorogenic substrate for SIRT1, SIRT2, and SIRT3.
In vitro activity:	TBD
In vivo activity:	TBD

Solubility Data

	Solvent	Max Conc. mg/mL	Max Conc. mM
Solubility
	DMF	10.0	13.50
	DMSO	15.0	20.25
	PBS (pH 7.2)	10.0	13.50

Preparing Stock Solutions

The following data is based on the product molecular weight 740.86 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:	TBD
In vitro protocol:	TBD
In vivo protocol:	TBD

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1: Klein S, Luchs T, Leng A, Distel LVR, Neuhuber W, Hirsch A. Encapsulation of Hydrophobic Drugs in Shell-by-Shell Coated Nanoparticles for Radio-and Chemotherapy-An In Vitro Study. Bioengineering (Basel). 2020 Oct 12;7(4):126. doi: 10.3390/bioengineering7040126. PMID: 33053776; PMCID: PMC7712138.

2: An J, Chen M, Hu N, Hu Y, Chen R, Lyu Y, Guo W, Li L, Liu Y. Carbon dots- based dual-emission ratiometric fluorescence sensor for dopamine detection. Spectrochim Acta A Mol Biomol Spectrosc. 2020 Dec 15;243:118804. doi: 10.1016/j.saa.2020.118804. Epub 2020 Aug 10. PMID: 32799189.

3: Rodríguez-Enríquez F, Viña D, Uriarte E, Laguna R, Matos MJ. 7-Amidocoumarins as Multitarget Agents against Neurodegenerative Diseases: Substitution Pattern Modulation. ChemMedChem. 2021 Jan 8;16(1):179-186. doi: 10.1002/cmdc.202000454. Epub 2020 Aug 25. PMID: 32700464.

4: Guan Q, Li N, Shi L, Yu C, Gao X, Yang J, Guo Y, Li P, Zhu X. Aggregation- Induced Emission Fluorophore-Based Molecular Beacon for Differentiating Tumor and Normal Cells by Detecting the Specific and False-Positive Signals. ACS Biomater Sci Eng. 2019 Jul 8;5(7):3618-3630. doi: 10.1021/acsbiomaterials.9b00627. Epub 2019 Jun 4. PMID: 33405743.

5: Tarandovskiy ID, Rajabi AA, Karnaukhova E, Buehler PW. Contradictory to its effects on thrombin, C1-inhibitor reduces plasmin generation in the presence of thrombomodulin. J Thromb Thrombolysis. 2019 Jul;48(1):81-87. doi: 10.1007/s11239-019-01869-y. PMID: 31030323.

6: Santos-de-Souza R, Monteiro de Castro Côrtes L, Dos Santos Charret K, Cysne- Finkelstein L, Alves CR, Souza-Silva F. Serine Proteinases in Leishmania (Viannia) braziliensis Promastigotes Have Distinct Subcellular Distributions and Expression. Int J Mol Sci. 2019 Mar 15;20(6):1315. doi: 10.3390/ijms20061315. PMID: 30875904; PMCID: PMC6471289.

7: Molina-Bolívar JA, Galisteo-González F, Ruiz CC, Medina-O'Donnell M, Martínez A, Parra A. Maslinic acid conjugate with 7-amino-4-methylcoumarin as probe to monitor the temperature dependent conformational changes of human serum albumin by FRET. Spectrochim Acta A Mol Biomol Spectrosc. 2019 May 5;214:161-169. doi: 10.1016/j.saa.2019.02.014. Epub 2019 Feb 11. PMID: 30776717.

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