Lariatin A
featured

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

MedKoo CAT#: 574128

CAS#: 732286-09-8

Description: Lariatin A is an antimycobacterial lasso peptide active against M. tuberculosis and M. smegmatis. Lariatin A increases survival in a silkworm model of M. smegmatis infection.


Chemical Structure

img
Lariatin A
CAS# 732286-09-8

Theoretical Analysis

MedKoo Cat#: 574128
Name: Lariatin A
CAS#: 732286-09-8
Chemical Formula: C94H143N27O25
Exact Mass: 2,050.07
Molecular Weight: 2,051.342
Elemental Analysis: C, 55.04; H, 7.03; N, 18.44; O, 19.50

Price and Availability

Size Price Availability Quantity
1mg USD 605 2 Weeks
Bulk inquiry

Synonym: Lariatin A

IUPAC/Chemical Name: (8→1)-lactam glycyl-L-seryl-L-glutaminyl-L-leucyl-L-valyl-L-tyrosyl-L-arginyl-L-α-glutamyl-L-tryptophyl-L-valylglycyl-L-histidyl-L-seryl-L-asparaginyl-L-valyl-L-isoleucyl-L-lysyl-L-proline

InChi Key: ZYWDOXCVVHITIW-KBACZRJDSA-N

InChi Code: InChI=1S/C94H143N27O25/c1-11-50(10)77(91(143)111-60(20-14-15-31-95)92(144)121-33-17-22-68(121)93(145)146)120-90(142)76(49(8)9)119-85(137)65(38-70(97)126)114-87(139)67(44-123)116-82(134)64(37-53-40-100-45-105-53)106-73(129)42-104-88(140)74(47(4)5)117-84(136)63(36-52-39-102-56-19-13-12-18-55(52)56)113-80(132)59-28-30-71(127)103-41-72(128)107-66(43-122)86(138)110-58(27-29-69(96)125)79(131)112-61(34-46(2)3)83(135)118-75(48(6)7)89(141)115-62(35-51-23-25-54(124)26-24-51)81(133)108-57(78(130)109-59)21-16-32-101-94(98)99/h12-13,18-19,23-26,39-40,45-50,57-68,74-77,102,122-124H,11,14-17,20-22,27-38,41-44,95H2,1-10H3,(H2,96,125)(H2,97,126)(H,100,105)(H,103,127)(H,104,140)(H,106,129)(H,107,128)(H,108,133)(H,109,130)(H,110,138)(H,111,143)(H,112,131)(H,113,132)(H,114,139)(H,115,141)(H,116,134)(H,117,136)(H,118,135)(H,119,137)(H,120,142)(H,145,146)(H4,98,99,101)/t50-,57-,58-,59-,60-,61-,62-,63-,64-,65-,66-,67-,68-,74-,75-,76-,77-/m0/s1

SMILES Code: O=C(N[C@@H](CCCNC(N)=N)C(N[C@H](C(N[C@@H](CC1=CNC2=C1C=CC=C2)C(N[C@@H](C(C)C)C(NCC(N[C@@H](CC3=CN=CN3)C(N[C@@H](CO)C(N[C@@H](CC(N)=O)C(N[C@@H](C(C)C)C(N[C@]([C@@H](C)CC)([H])C(N[C@@H](CCCCN)C(N4CCC[C@H]4C(O)=O)=O)=O)=O)=O)=O)=O)=O)=O)=O)=O)CCC(NCC(N[C@@H](CO)C(N[C@H]5CCC(N)=O)=O)=O)=O)=O)[C@@](CC6=CC=C(O)C=C6)([H])NC([C@H](C(C)C)NC([C@@](CC(C)C)([H])NC5=O)=O)=O

Appearance: Solid powder

Purity: >95% (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: >3 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:
Biological target: An antimycobacterial peptide.
In vitro activity: Furthermore, lariatin A inhibited the growth of Mycobacterium tuberculosis with an MIC of 0.39 microg/ml in liquid microdilution method. Reference: J Antibiot (Tokyo). 2007 Jun;60(6):357-63. https://pubmed.ncbi.nlm.nih.gov/17617692/
In vivo activity: TBD

Preparing Stock Solutions

The following data is based on the product molecular weight 2,051.34 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.

Recalculate based on batch purity %
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. Iwatsuki M, Uchida R, Takakusagi Y, Matsumoto A, Jiang CL, Takahashi Y, Arai M, Kobayashi S, Matsumoto M, Inokoshi J, Tomoda H, Omura S. Lariatins, novel anti-mycobacterial peptides with a lasso structure, produced by Rhodococcus jostii K01-B0171. J Antibiot (Tokyo). 2007 Jun;60(6):357-63. doi: 10.1038/ja.2007.48. PMID: 17617692.
In vitro protocol: 1. Iwatsuki M, Uchida R, Takakusagi Y, Matsumoto A, Jiang CL, Takahashi Y, Arai M, Kobayashi S, Matsumoto M, Inokoshi J, Tomoda H, Omura S. Lariatins, novel anti-mycobacterial peptides with a lasso structure, produced by Rhodococcus jostii K01-B0171. J Antibiot (Tokyo). 2007 Jun;60(6):357-63. doi: 10.1038/ja.2007.48. PMID: 17617692.
In vivo protocol: TBD

Molarity Calculator

Calculate the mass, volume, or concentration required for a solution.
=
x
x
g/mol

*When preparing stock solutions always use the batch-specific molecular weight of the product found on the vial label and SDS / CoA (available online).

Reconstitution Calculator

The reconstitution calculator allows you to quickly calculate the volume of a reagent to reconstitute your vial. Simply enter the mass of reagent and the target concentration and the calculator will determine the rest.

=
÷

Dilution Calculator

Calculate the dilution required to prepare a stock solution.
x
=
x

1. Iwatsuki, M., Uchida, R., Takakusagi, Y., et al. Lariatins, novel anti-mycobacterial peptides with a lasso structure, produced by Rhodococcus jostii K01-B0171. J. Antibiot. (Tokyo) 60(6), 357-363 (2007).

2. Yagi, A., Uchida, R., Hamamoto, H., et al. Anti-Mycobacterium activity of microbial peptides in a silkworm infection model with Mycobacterium smegmatis. J. Antibiot. (Tokyo) 70(5), 685-690 (2017).