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MedKoo Cat#: 574128 | Name: Lariatin A
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Description:

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

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

Lariatin A
Lariatin A
CAS#732286-09-8

Theoretical Analysis

MedKoo Cat#: 574128

Name: Lariatin A

CAS#: 732286-09-8

Chemical Formula: C94H143N27O25

Exact Mass: 2050.0748

Molecular Weight: 2051.34

Elemental Analysis: C, 55.04; H, 7.03; N, 18.44; O, 19.50

Price and Availability

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1mg USD 605.00 2 Weeks
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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
Product Data
Instruction
View handling instruction
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
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).

View History

GSI-136

GSI-136

SB-282241

SB-282241

Hidamicin

Hidamicin

IS-35

IS-35

ISAM-A52

ISAM-A52

MPT-0L055

MPT-0L055