(±)-Jasmonic Acid-Isoleucine

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Cat No: 10740

(±)-Jasmonic acid-isoleucine (JA-Ile) is a mixture that contains two of the four possible stereoisomers of JA-Ile: (1R,2R)- and (1S,2S)-JA-Ile. JA-Ile is a plant hormone formed by the conjugation of jasmonic acid (Item No. 88300) and the amino acid is...

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Territorial Availability: Available through Bertin Technologies only in France

Synonyms:

N-[2-[(1R,2R)-3-oxo-2-(2Z)-2-penten-1-ylcyclopentyl]acetyl]-L-isoleucine, N-[2-[(1S,2S)-3-oxo-2-(2Z)-2-penten-1-ylcyclopentyl]acetyl]-L-isoleucine

Correlated keywords:

28838-58-6 E-1 fbox jasmonate 120330-92-9 120330-93-0

Product Overview:
(±)-Jasmonic acid-isoleucine (JA-Ile) is a mixture that contains two of the four possible stereoisomers of JA-Ile: (1R,2R)- and (1S,2S)-JA-Ile. JA-Ile is a plant hormone formed by the conjugation of jasmonic acid (Item No. 88300) and the amino acid isoleucine.{33673} JA-Ile signals through a co-receptor complex composed of the jasmonate ZIM-domain (JAZ) repressor proteins and an E1 ubiquitin ligase complex containing the F-box Coronatine Insensitive 1 (COI1).{33671,33673} Activation of the COI1-JAZ complex directs the degradation of the JAZ protein, resulting in the release of transcription factors bound and inhibited by JAZ.{33671,33673} JA-Ile contributes to several aspects of plant growth and development and levels increase under stress conditions leading to the production of defense compounds and inhibition of growth.{33671,33672,47024} The (–)-JA-Ile isomer is more active than the (+)-JA-Ile isomer at inducing gene expression of jasmonate-induced protein of 23 kDa (JIP-23) in barley.{47025}

Size	1 mg
Shipping	dry ice
Molecular Formula	C₁₈H₂₉NO₄
SMILES	C[C@@H](CC)[C@@H](C(O)=O)NC(C[C@H]([C@H]1C/C=C\CC)CCC1=O)=O
Molecular Weight	323,4
Formulation	A crystalline solid
Purity	≥98% (mixture of isomers)
Custom Code	2911.00
UNSPSC code	12352100

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Cayman Chemical's mission is to help make research possible by supplying scientists worldwide with the basic research tools necessary for advancing human and animal health. Our utmost commitment to healthcare researchers is to offer the highest quality products with an affordable pricing policy.

Our scientists are experts in the synthesis, purification, and characterization of biochemicals ranging from small drug-like heterocycles to complex biolipids, fatty acids, and many others. We are also highly skilled in all aspects of assay and antibody development, protein expression, crystallization, and structure determination.

Over the past thirty years, Cayman developed a deep knowledge base in lipid biochemistry, including research involving the arachidonic acid cascade, inositol phosphates, and cannabinoids. This knowledge enabled the production of reagents of exceptional quality for cancer, oxidative injury, epigenetics, neuroscience, inflammation, metabolism, and many additional lines of research.

Our organic and analytical chemists specialize in the rapid development of manufacturing processes and analytical methods to carry out clinical and commercial GMP-API production. Pre-clinical drug discovery efforts are currently underway in the areas of bone restoration and repair, muscular dystrophy, oncology, and inflammation. A separate group of Ph.D.-level scientists are dedicated to offering Hit-to-Lead Discovery and Profiling Services for epigenetic targets. Our knowledgeable chemists can be contracted to perform complete sample analysis for analytes measured by the majority of our assays. We also offer a wide range of analytical services using LC-MS/MS, HPLC, GC, and many other techniques.

Accreditations
ISO/IEC 17025:2005
ISO Guide 34:2009

Cayman is a leader in the field of emerging drugs of abuse, providing high-purity Schedule I-V Controlled Substances to federally-licensed laboratories and qualified academic research institutions for forensic analyses. We are certified by ACLASS Accreditation Services with dual accreditation to ISO/IEC 17025:2005 and ISO Guide 34:2009.