WARNING: This product is for research use only, not for human or veterinary use.
Hodoodo CAT#: H130302
CAS#: N/A
Description: Landornamide A is a RiPP with antiviral properties.
Hodoodo Cat#: H130302
Name: Landornamide A
CAS#: N/A
Chemical Formula: C69H103N19O18S2
Exact Mass: 1,549.72
Molecular Weight: 1,550.820
Elemental Analysis: C, 53.44; H, 6.69; N, 17.16; O, 18.57; S, 4.13
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Synonym: Landornamide A
IUPAC/Chemical Name: ((2S)-2-((6R,9S,15R)-15-(2-((2S)-2-((9S,12R,15S,18R)-15-((1H-indol-3-yl)methyl)-18-(2-aminoacetamido)-12-((S)-sec-butyl)-9-methyl-5,8,11,14,17-pentaoxo-1-thia-4,7,10,13,16-pentaazacyclononadecane-3-carboxamido)-5-aminopentanamido)acetamido)-9-benzyl-6-isopropyl-2-methyl-5,8,11,14-tetraoxo-1-thia-4,7,10,13-tetraazacyclohexadecane-3-carboxamido)-5-aminopentanoyl)-L-threonine
InChi Key: ULTOBTMZTQDCLE-DYFGBKDTSA-N
InChi Code: InChI=1S/C69H103N19O18S2/c1-8-35(4)55-67(103)77-36(5)58(94)74-28-52(92)80-48(32-107-31-47(79-50(90)26-72)65(101)84-46(63(99)86-55)25-40-27-73-42-19-13-12-18-41(40)42)64(100)82-43(20-14-22-70)59(95)75-30-53(93)81-49-33-108-38(7)57(68(104)83-44(21-15-23-71)61(97)87-56(37(6)89)69(105)106)88-66(102)54(34(2)3)85-62(98)45(24-39-16-10-9-11-17-39)78-51(91)29-76-60(49)96/h9-13,16-19,27,34-38,43-49,54-57,73,89H,8,14-15,20-26,28-33,70-72H2,1-7H3,(H,74,94)(H,75,95)(H,76,96)(H,77,103)(H,78,91)(H,79,90)(H,80,92)(H,81,93)(H,82,100)(H,83,104)(H,84,101)(H,85,98)(H,86,99)(H,87,97)(H,88,102)(H,105,106)/t35-,36-,37+,38?,43-,44-,45-,46-,47-,48?,49-,54+,55+,56-,57?/m0/s1
SMILES Code: C[C@@H](O)[C@H](NC([C@@H](NC(C(NC([C@@H](C(C)C)NC([C@H](CC1=CC=CC=C1)NC(CN2)=O)=O)=O)C(C)SC[C@H](NC(CNC([C@@H](NC(C(NC(CNC([C@H](C)NC([C@@H]([C@H](CC)C)NC([C@H](CC3=CNC4=C3C=CC=C4)N5)=O)=O)=O)=O)CSC[C@H](NC(CN)=O)C5=O)=O)CCCN)=O)=O)C2=O)=O)CCCN)=O)C(O)=O
Appearance: To be determined
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:
Biological target: | |
In vitro activity: | |
In vivo activity: |
The following data is based on the product molecular weight 1,550.82 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: | |
In vitro protocol: | |
In vivo protocol: |
1. Mordhorst S, Badmann T, Bösch NM, Morinaka BI, Rauch H, Piel J, Groll M, Vagstad AL. Structural and Biochemical Insights into Post-Translational Arginine-to-Ornithine Peptide Modifications by an Atypical Arginase. ACS Chem Biol. 2023 Feb 15. doi: 10.1021/acschembio.2c00879. Epub ahead of print. PMID: 36791048.
2. Mordhorst S, Morinaka BI, Vagstad AL, Piel J. Posttranslationally Acting Arginases Provide a Ribosomal Route to Non-proteinogenic Ornithine Residues in Diverse Peptide Sequences. Angew Chem Int Ed Engl. 2020 Nov 23;59(48):21442-21447. doi: 10.1002/anie.202008990. Epub 2020 Sep 17. PMID: 32780902.
3. Bösch NM, Borsa M, Greczmiel U, Morinaka BI, Gugger M, Oxenius A, Vagstad AL, Piel J. Landornamides: Antiviral Ornithine-Containing Ribosomal Peptides Discovered through Genome Mining. Angew Chem Int Ed Engl. 2020 Jul 13;59(29):11763-11768. doi: 10.1002/anie.201916321. Epub 2020 May 18. PMID: 32163654.