Laxaphycin A | CAS#unknown | Natural antifungal/cytotoxic agent

MedKoo Cat#: 464732 | Name: Laxaphycin A

Description:

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

Laxaphycin A is a natural antifungal and cytotoxic agent.

Chemical Structure

Laxaphycin A

CAS#unknown

Theoretical Analysis

MedKoo Cat#: 464732

Name: Laxaphycin A

CAS#: unknown

Chemical Formula: C60H97N11O14

Exact Mass: 1195.7216

Molecular Weight: 1196.50

Elemental Analysis: C, 60.23; H, 8.17; N, 12.88; O, 18.72

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.

Bulk Inquiry

Related CAS #

No Data

Synonym

Laxaphycin A; Laxaphycin-A; LaxaphycinA; laxa A; laxaA; laxa-A; LaxA; Lax A; Lax-A;

IUPAC/Chemical Name

(3S,6R,9R,12S,15R,18S,24R,28S,35R,36aS,E)-6-benzyl-12,15-di((S)-sec-butyl)-31-ethylidene-35-hydroxy-3,28-bis(2-hydroxyethyl)-9,18-diisobutyl-24-pentyltetracosahydropyrrolo[1,2-g][1,4,7,10,13,16,19,22,25,28,31]undecaazacyclotetratriacontin-1,4,7,10,13,16,19,22,26,29,32(23H)-undecaone

InChi Key

AQBJITSSPIIUAM-NZVCJXAPSA-N

InChi Code

InChI=1S/C60H97N11O14/c1-11-15-17-22-39-30-48(75)63-42(23-25-72)53(78)64-41(14-4)60(85)71-33-40(74)31-47(71)57(82)65-43(24-26-73)54(79)67-46(29-38-20-18-16-19-21-38)55(80)66-45(28-35(7)8)56(81)69-51(37(10)13-3)59(84)70-50(36(9)12-2)58(83)68-44(27-34(5)6)52(77)61-32-49(76)62-39/h14,16,18-21,34-37,39-40,42-47,50-51,72-74H,11-13,15,17,22-33H2,1-10H3,(H,61,77)(H,62,76)(H,63,75)(H,64,78)(H,65,82)(H,66,80)(H,67,79)(H,68,83)(H,69,81)(H,70,84)/b41-14+/t36-,37-,39+,40+,42-,43-,44-,45+,46+,47-,50+,51-/m0/s1

SMILES Code

O=C(/C(NC([C@H](CCO)NC(C[C@@H](CCCCC)NC(CNC([C@H](CC(C)C)NC([C@@H]([C@H](CC)C)NC([C@H]([C@H](CC)C)NC([C@@H](CC(C)C)NC([C@@H](CC1=CC=CC=C1)NC([C@H](CCO)N2)=O)=O)=O)=O)=O)=O)=O)=O)=O)=C\C)N3C[C@H](O)C[C@@]3([H])C2=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

Instruction

View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 1,196.50 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

1: Sullivan P, Krunic A, Burdette JE, Orjala J. Laxaphycins B5 and B6 from the cultured cyanobacterium UIC 10484. J Antibiot (Tokyo). 2020 Aug;73(8):526-533. doi: 10.1038/s41429-020-0301-x. Epub 2020 Mar 31. PMID: 32235860; PMCID: PMC7338234. 2: Bornancin L, Alonso E, Alvariño R, Inguimbert N, Bonnard I, Botana LM, Banaigs B. Structure and biological evaluation of new cyclic and acyclic laxaphycin-A type peptides. Bioorg Med Chem. 2019 May 15;27(10):1966-1980. doi: 10.1016/j.bmc.2019.03.046. Epub 2019 Mar 26. PMID: 30929947. 3: Cai W, Matthew S, Chen QY, Paul VJ, Luesch H. Discovery of new A- and B-type laxaphycins with synergistic anticancer activity. Bioorg Med Chem. 2018 May 15;26(9):2310-2319. doi: 10.1016/j.bmc.2018.03.022. Epub 2018 Mar 14. PMID: 29606488; PMCID: PMC6084785. 4: Bonnard I, Rolland M, Salmon JM, Debiton E, Barthomeuf C, Banaigs B. Total structure and inhibition of tumor cell proliferation of laxaphycins. J Med Chem. 2007 Mar 22;50(6):1266-79. doi: 10.1021/jm061307x. Epub 2007 Feb 27. PMID: 17323939. 5: Gbankoto A, Vigo J, Dramane K, Banaigs B, Aina E, Salmon JM. Cytotoxic effect of Laxaphycins A and B on human lymphoblastic cells (CCRF-CEM) using digitised videomicrofluorometry. In Vivo. 2005 May-Jun;19(3):577-82. PMID: 15875779. 6: Burja AM, Abou-Mansour E, Banaigs B, Payri C, Burgess JG, Wright PC. Culture of the marine cyanobacterium, Lyngbya majuscula (Oscillatoriaceae), for bioprocess intensified production of cyclic and linear lipopeptides. J Microbiol Methods. 2002 Feb;48(2-3):207-19. doi: 10.1016/s0167-7012(01)00324-4. PMID: 11777570. 7: Frankmölle WP, Knübel G, Moore RE, Patterson GM. Antifungal cyclic peptides from the terrestrial blue-green alga Anabaena laxa. II. Structures of laxaphycins A, B, D and E. J Antibiot (Tokyo). 1992 Sep;45(9):1458-66. doi: 10.7164/antibiotics.45.1458. PMID: 1429232.