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MACULOSIN

CAS No.
4549-02-4
Chemical Name:
MACULOSIN
Synonyms
cyclo(L-Pro-L-Tyr);A-19C;0/4/49;ML-1532II;MACULOSIN;Maculosin TFA;CYCLO(-PRO-TYR);Antibiotic A-19C;Cyclo(L-Tyr-L-Pro-);MACULOSIN USP/EP/BP
CBNumber:
CB0265753
Molecular Formula:
C14H16N2O3
Molecular Weight:
260.29
MDL Number:
MFCD03093467
MOL File:
4549-02-4.mol
MSDS File:
SDS
TDS File:
TDS
Last updated:2026-05-27 17:36:44
Product description Number Pack Size Price
Maculosin ≥95% 25019 5mg $143
Maculosin ≥95% 25019 25mg $458
Maculosin ≥95% 25019 5mg $130
Maculosin ≥95% 25019 25mg $416
(3S,8aS)-Hexahydro-3-[(4-hydroxyphenyl)methyl]pyrrolo[1,2-a]pyrazine-1,4-dione AA0039V6 1mg $52
More product size

MACULOSIN Properties

Melting point 156-159 °C
Boiling point 581.4±43.0 °C(Predicted)
Density 1.36±0.1 g/cm3(Predicted)
storage temp. -15°C
solubility DMF: soluble; DMSO: soluble; Ethanol: soluble; Methanol: soluble
form A solid
pka 9.92±0.15(Predicted)
color White to off-white

MACULOSIN price More Price(17)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Cayman Chemical 25019 Maculosin ≥95% 4549-02-4 5mg $143 2026-04-30 Buy
Cayman Chemical 25019 Maculosin ≥95% 4549-02-4 25mg $458 2026-04-30 Buy
Cayman Chemical 25019 Maculosin ≥95% 4549-02-4 5mg $130 2024-03-01 Buy
Cayman Chemical 25019 Maculosin ≥95% 4549-02-4 25mg $416 2024-03-01 Buy
aablocks AA0039V6 (3S,8aS)-Hexahydro-3-[(4-hydroxyphenyl)methyl]pyrrolo[1,2-a]pyrazine-1,4-dione 4549-02-4 1mg $52 2026-05-28 Buy
Product number Packaging Price Buy
25019 5mg $143 Buy
25019 25mg $458 Buy
25019 5mg $130 Buy
25019 25mg $416 Buy
AA0039V6 1mg $52 Buy

MACULOSIN Chemical Properties,Uses,Production

Description

Maculosin is a diketopiperazine metabolite produced by A. alternata, L. capsici, Streptomyces, and the Gram-negative, nonobligate predator bacterial strain 679-2. It acts as a host-specific phytotoxin, inducing formation of weeping necrotic lesions in leaves of spotted knapweed (C. maculosa) when used at a concentration of 10 μM. Maculosin reduces the growth of the plant pathogenic bacteria X. axonopodis and R. solanacearum (MICs = 31.25 μg/ml) as well as the pathogenic oomycetes P. cactorum, P. capsici, P. cinnamomi, P. infestans, and P. ultimum when used at concentrations ranging from 10 to 100 mg/ml. Maculosin also inhibits the growth of M. luteus, M. smegmatis, S. cerevisiae, C. albicans, C. neoformans, and A. niger when used in combination with pyrrolnitrin or banegasin.

Uses

Cyclo(L-Pro-L-Tyr) (maculosin) is a diketopiperazine formed by the fusion of tyrosine and proline, reported as a secondary metabolite of fungi and bacteria. In Pseudomonas aeruginosa, cyclo(L-Pro-L-Tyr) is capable of activating N-acylhomoserine lactones (AHLs). Cyclo(L-Pro-L-Tyr) is also capable of activating or antagonizing other LuxR-based quorum-sensing systems. While the mode of action of cyclo(L-Pro-L-Tyr) is not known, its activity suggests the existence of cross talk among bacterial signalling systems. Cyclo(L-Pro-L-Tyr) was identified as a host-specific toxin produced by Alternaria alternata on spotted knapweed.

Uses

Cyclo(L-prolinyl-L-tyrosine) is a diketopiperazine derivative isolated from Bacillus thuringiensis and Bacillus endophyticus.

Definition

ChEBI: A homodetic cyclic peptide that is a dipeptide composed of L-proline and L-tyrosine joined by peptide linkages.

References

[1] A C STIERLE  G A S  J H Cardellina. Maculosin, a host-specific phytotoxin for spotted knapweed from Alternaria alternata.[J]. Proceedings of the National Academy of Sciences of the United States of America, 1988: 8008-8011. DOI: 10.1073/pnas.85.21.8008
[2] G. PUOPOLO. Lysobacter capsici AZ78 produces cyclo(l-Pro-l-Tyr), a 2,5-diketopiperazine with toxic activity against sporangia of Phytophthora infestans and Plasmopara viticola[J]. Journal of Applied Microbiology, 2014, 117 4: 1168-1180. DOI: 10.1111/jam.12611
[3] PAKORN WATTANA-AMORN . Antibacterial activity of cyclo(L-Pro-L-Tyr) and cyclo(D-Pro-L-Tyr) from Streptomyces sp. strain 22-4 against phytopathogenic bacteria[J]. Natural Product Research, 2016, 30 17: Pages 1980-1983. DOI: 10.1080/14786419.2015.1095747
[4] CODY C CAIN. Synergistic antimicrobial activity of metabolites produced by a nonobligate bacterial predator.[J]. Antimicrobial Agents and Chemotherapy, 2003, 47 7: 2113-2117. DOI: 10.1128/aac.47.7.2113-2117.2003

MACULOSIN Preparation Products And Raw materials

Raw materials

Preparation Products

Global( 60)Suppliers
Supplier Tel Email Country ProdList Advantage
BOC Sciences
+1-631-485-4226 inquiry@bocsci.com United States 19936 58
Dideu Industries Group Limited
+86-29-89586680 +86-15129568250 1026@dideu.com China 18903 58
Zhejiang J&C Biological Technology Co.,Limited
+1-2135480471 +1-2135480471; sales@sarms4muscle.com China 10473 58
Nextpeptide Inc
+86-0571-81612335 +8613336028439 sales@nextpeptide.com China 19908 58
Chengdu Youngshe Chemical Co., Ltd.
+8618108235634 Cecilia@youngshechem.com China 2345 58
TargetMol Chemicals Inc.
+1-781-999-5354; support@targetmol.com United States 39039 58
Aladdin Scientific
tp@aladdinsci.com United States 57505 58
LEON (NANJING) BIOTECHNOLOGY CO., LTD.
+8615051830413 sales.njleonbiotech@gmail.com China 5482 58
DONBOO AMINO ACID COMPANY
+8618051385538 donboo@donboo.com China 9363 58
ForeChem (Nantong) Technology Co.,Ltd. 513-85982855 18921614129 sales@xianxingpharm.com China 2722 61

View Lastest Price from MACULOSIN manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
cyclo(L-Pro-L-Tyr) pictures 2026-05-18 cyclo(L-Pro-L-Tyr)
4549-02-4
$39.00-155.00 99.61% 10g TargetMol Chemicals Inc.
MACULOSIN pictures 2025-12-25 MACULOSIN
4549-02-4
1gram 99% 10kg Zhejiang J&C Biological Technology Co.,Limited
  • MACULOSIN pictures
  • MACULOSIN
    4549-02-4
  • $0.00
  • 99%
  • Zhejiang J&C Biological Technology Co.,Limited

MACULOSIN Spectrum

MACULOSIN CYCLO(-PRO-TYR) A-19C Antibiotic A-19C Antibiotic ML-1532II Cyclo(L-Tyr-L-Pro-) ML-1532II (3S,8aS)-3-(4-hydroxybenzyl)-2,3,6,7,8,8a-hexahydropyrrolo[1,2-a]pyrazine-1,4-quinone (3S,8aS)-3-[(4-hydroxyphenyl)methyl]-2,3,6,7,8,8a-hexahydropyrrolo[1,2-a]pyrazine-1,4-dione (3S,8aS)-Hexahydro-3-[(4-hydroxyphenyl)methyl]pyrrolo[1,2-a]pyrazine-1,4-dione Cyclo(L-prolinyl-L-tyrosine) Pyrrolo[1,2-a]pyrazine-1,4-dione, hexahydro-3-[(4-hydroxyphenyl)methyl]-, (3S,8aS)- MACULOSIN USP/EP/BP cyclo(L-Pro-L-Tyr),Maculosin inhibit,Cyclo(Tyr-Pro),Alternaria alternata,anti-cancer,liver cancer,non-toxicity,967564,Inhibitor,cyclo(L Pro L Tyr),antioxidant,spotted knapweed,cyclo(LProLTyr),Maculosin 0/4/49 Maculosin TFA cyclo(L-Pro-L-Tyr) 4549-02-4 Cell Signaling and Neuroscience Cell Biology BioChemical Gene Regulation and Expression Reagents Tools for Gene Regulation Research