Protochelin
Protochelin is a tricatecholate siderophore that occurs in Azotobacter vinelandii under iron-limited conditions. Protochelin chelates iron to form an iron-protochelin complex, which is taken up by Azotobacter vinelandii cells under iron-limited conditions.
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- CAS No.: 131610-88-3
- Formula: C31H36N4O10
- Molecular Weight:624.64
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Storage:
Please store the product under the recommended conditions in the Certificate of Analysis.
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Biological Activity
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Chemical Information
- Purity & Documentation
- References
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Help & FAQs
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Biological Activity
Description
In Vitro
Protochelin (A310 = 10; 8-25 h) confirms it is a condensation product of Azotochelin (HY-118009) and aminochelin, as it breaks down into these constituent catecholates and their associated amino compounds[1].
Protochelin confirms the molecular weight of protochelin from A. vinelandii matches that of authentic protochelin, verifying its identity as a tricatecholate siderophore[1].
Protochelin (0.12 μmol catechol mL-1) exhibits rapid iron-binding activity in the CAS assay, with this activity completely inhibited by pre-incubation with 1 mM molybdate[1].
Protochelin (A310 = 0.40-0.500; 24 h-5 days) promotes growth of siderophore-deficient A. vinelandii strain P100 under iron-restricted conditions with 1 μM molybdate, but this growth-promoting activity is inhibited by 1 mM molybdate[1].
Protochelin (1-10 μM ferric citrate; 24 h) production by A. vinelandii strain UA1 grown in 1 mM molybdate medium is iron-repressible, with production strongly inhibited at Ferric citrate (HY-N1428C) concentrations of ≥ 9 μM[1].
Protochelin (15 min; pH 7.0-8.0) exhibits low solubility (~2.4 × 10-4 M) at pH 7.0 and significantly higher solubility (>1.0 mM) at pH 8.0 in buffered aqueous solutions[2].
Protochelin (6.4 × 10-5 M-1.0 mM; up to 1660 min) degrades gradually at pH >7.5, while protochelin complexes with Mn2+ and Co2+ degrade more rapidly, with Co2+ promoting accelerated ligand breakdown in aqueous solutions[2].
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
Chemical Information
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CAS No. 131610-88-3
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Molecular Weight 624.64
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Formula C31H36N4O10
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SMILES
O=C(C1=C(C(O)=CC=C1)O)NCCCC[C@@H](C(NCCCCNC(C2=C(C(O)=CC=C2)O)=O)=O)NC(C3=C(C(O)=CC=C3)O)=O
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Structure Classification
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Initial Source
Azotobacter vinelandii
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Shipping
Room temperature in continental US; may vary elsewhere.
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Storage
Please store the product under the recommended conditions in the Certificate of Analysis.
Purity & Documentation
References
Calculators
Concentration (start) × Volume (start) = Concentration (final) × Volume (final)
Protochelin Related Classifications
HY-N21829 Related Classifications
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