72025-60-6

Usage

Uses

1. Used in Pharmaceutical Applications:
Leukotriene C4 is used as a therapeutic agent for the treatment of asthma and other allergic conditions due to its potent smooth muscle-contracting activity and its role in the pathogenesis of these diseases.
2. Used in Research and Development:
LTC4 is utilized as a research tool to study the mechanisms underlying asthma, allergic reactions, and other immune system-related conditions. It helps researchers understand the role of leukotrienes in these processes and develop new drugs targeting leukotriene pathways.
3. Used in Drug Delivery Systems:
Similar to gallotannin, novel drug delivery systems could be developed to enhance the applications and efficacy of LTC4 against specific conditions. Various organic and metallic nanoparticles could be employed as carriers for LTC4 delivery, aiming to improve its delivery, bioavailability, and therapeutic outcomes.
4. Used in Diagnostic Applications:
LTC4 can be used as a biomarker for the diagnosis of asthma and other allergic conditions, as well as for monitoring the effectiveness of treatments targeting leukotriene pathways.
5. Used in the Study of Inflammation:
Due to its immunomodulatory functions, LTC4 can be used in research to better understand the role of leukotrienes in inflammation and the development of new anti-inflammatory drugs.

InChI:InChI=1/C30H47N3O9S/c1-2-3-4-5-6-7-8-9-10-11-12-13-16-25(24(34)15-14-17-27(36)37)43-21-23(29(40)32-20-28(38)39)33-26(35)19-18-22(31)30(41)42/h6-7,9-13,16,22-25,34H,2-5,8,14-15,17-21,31H2,1H3,(H,32,40)(H,33,35)(H,36,37)(H,38,39)(H,41,42)/b7-6-,10-9-,12-11+,16-13+/t22?,23?,24-,25+/m0/s1

Upstream product

• 73957-99-0 (+/-)-methyl trans-5,6-epoxy-7-hydroxyheptanoate 
• 73427-12-0 methyl 6-formyl-5,6-trans-epoxyhexanoate 
• 64244-45-7 methyl (Z)-7-hydroxy-5-heptenoate 
• 102906-05-8 (Z)-6-((R)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-hex-5-enoic acid 
• 76738-47-1 methyl 5-(S),6-(S)-oxido-7-oxoheptanoate 
• 76738-48-2 methyl 10-formyl-5(S),6(S)-oxido-7(E),9(E)-decadienoate 
• 76738-49-3 5S,6R-6-epi-Leukotriene A₄ methyl ester 
• 70-18-8 GLUTATHIONE 
• 72297-14-4 (+/-)trans-5,6-oxido-7,9-E-11,14-Z-eicosatetraenoic acid methyl ester 
• 73466-12-3 Leukotriene A₄ methyl ester 
• 73957-99-0 (-)-(S,S-trans)-3-(hydroxymethyl)oxiranebutanoic acid methyl ester 
• 73427-12-0 (+)-(S,R-trans)-3-formyloxiranebutanoic acid methyl ester 
• 80629-41-0 methyl ester of 5(S)-hydroperoxy-6(E)-8,11,14(Z)-eicosatetranoic acid 
• 73958-10-8 (7E,9E,11Z,14Z)-(5S,6R)-6-[2-(4-Amino-4-carboxy-butyrylamino)-2-(carboxymethyl-carbamoyl)-ethylsulfanyl]-5-hydroxy-icosa-7,9,11,14-tetraenoic acid methyl ester 

Downstream Products

• 70578-51-7 6-trans-Leukotriene B₄ 
• 70578-51-7 (5S,12S)-6-trans-leukotriene B 
• 76485-14-8 Leukotriene C4 sulfone 

Relevant academic research and scientific papers

Total synthesis of leukotrienes from butadiene

The total synthesis of leukotrienes has been achieved starting from butadiene by a palladium-catalyzed telomerization at room temperature. A Sharpless catalytic asymmetric epoxidation generated the asymmetric centers with >94% ee. Simple transformations of the key intermediate 15 produced the leukotrienes LTA4 methyl ester (4), LTC4 (1), LTD4 (2) and LTE4 (3), as well as (14S, 15S)-LTA4 methyl ester (24) and the novel [2H2]-LTA4 methyl ester (28). The use of the opposite chiral director in the Sharpless catalytic asymmetric epoxidation gave the key intermediate 15a that has been used in the synthesis of the double epimers of the leukotrienes as well as LTB4.

SYNTHESIS OF LEUKOTRIENES - NEW SYNTHESIS OF NATURAL LEUKOTRIENE A4

The acetonides of D- or L-glyceraldehyde are chiral synthons for an efficient and versatile synthesis of the natural leukotrienes A4, C4, D4 and E4 and equally can be used to prepare the corresponding unnatural analogues.

SYNTHESIS OF THE 9Z and 9Z,11E ISOMERS OF LEUKOTRIENE C4

Synthesis of the 9Z and 9Z,11E isomers of leukotriene C4 is described, the stereochemistry of the former was confirmed by its facile 1,7 hydride shift reaction.

Total synthesis of slow reacting substances (SRS). "Leukotriene C-2" (11-trans-leukotriene C) (3) and leukotriene D (4)

Syntheses are described for the "slow reacting substances" 11-trans-leukotriene C (3) (previously known as leukotriene C-2) and leukotriene D (4), the cys-gly analog of leukotriene C (2). The synthesized leukotrienes 3 and 4 were instrumental in the assignment of structure to these members of the family of naturally occuring slow reacting substances which includes also 2.

TOTAL SYNTHESIS OF SLOW REACTING SUBSTANCES (SRS's):6-EPI-LEUKOTRIENE C AND 6-EPI-LEUKOTRIENE D

6-Epi-leukotrienes C and D (3 and 4) have been synthesized unambigously via the 5(S),6(R)-epoxide (5,6-cis) wich is isomeric with leukotriene A.These 6-epi-leukotrienes are less active (especially 4) than leukotrienes C and D(1 and 2) and have not been fo