General Information of Natural Product (ID: NP0966)
  Natural Product Name
L-Isoleucine
  Synonyms
l-isoleucine; Isoleucine; 73-32-5; (2S,3S)-2-Amino-3-methylpentanoic acid; (S)-Isoleucine; (S,S)-Isoleucine; 2S,3S-Isoleucine; L-(+)-Isoleucine; H-Ile-OH; 2-Amino-3-methylvaleric acid; erythro-L-Isoleucine; L-Ile; alpha-Amino-beta-methylvaleric acid; Isoleucine (VAN); Isoleucinum [Latin]; Isoleucina [Spanish]; Norvaline, 3-methyl-; Valeric acid, 2-amino-3-methyl-; L-Norvaline, 3-methyl-, erythro-; Acetic acid, amino-sec-butyl-; ISOLEUCINE, L-; Pentanoic acid, 2-amino-3-methyl-; CCRIS 5229; iso-leucine; (2S,3S)-alpha-Amino-beta-methyl-n-valeric acid; ile; NSC 46708; (2S,3S)-alpha-Amino-beta-merthylvaleric acid; (2S,3S)-alpha-Amino-beta-merthyl-n-valeric acid; 2-Amino-3-methylpentanoic acid, (S-(R*,R*))-; Acetic acid, amino(1-methylpropyl)-, (R*,R*)-; UNII-04Y7590D77; (S-(R*,R*))-2-Amino-3-methylpentanoic acid; MFCD00064222; Pentanoic acid, 2-amino-3-methyl-, (S-(R*,R))-; (2S,3S)-2-Amino-3-methylpentanoicacid; CHEBI:17191; [S-(R*,R*)]-2-Amino-3-methylpentanoic acid; 2S-Amino-3S-methylpentanoic acid; DL-Allo-isoleucine; MFCD00004268; 04Y7590D77; (2S,3S)-alpha-Amino-beta-methylvaleric acid; Isoleucine (L-Isoleucine); Pentanoic acid, 2-amino-3-methyl-, (2S,3S)-; Isoleucina; Isoleucinum; UNII-5HX0BYT4E3; Isoleucine [USAN:INN]; H-lle-OH; (2S,3S)-2-amino-3-methylpentanoate; EINECS 200-798-2; NSC46708; FEMA No. 3295; laevo-isoleucine; (2S,3S)-2-amino-3-methyl-Pentanoic acid; 5HX0BYT4E3; NSC-46708; L-iso-leucine; HSDB 7798; (L)-Isoleucine; L- iso-Leucine; Isoleucine [USAN:USP:INN:BAN]; Isoleucine (USP); NSC 9958; EINECS 207-139-8; H-Ile; Ile-OH; L-Isoleucine,(S); (+)-L-isoleucine; L-[14C]Isoleucine; (2S,3S)-a-Amino-b-methylvaleric acid; L-Isoleucine, 99%; (2S,3S)-a-Amino-b-methyl-n-valeric acid; AI3-18474; L-Isoleucine (JP17); 2-Amino-3-methylvalerate; Isoleucine, L- (8CI); bmse000041; bmse000866; bmse000884; 2-amino-3-methylpentanoate; L-Isoleucine (H-lle-OH); SCHEMBL8869; H-Ile-2-Chlorotrityl Resin; sec-C4H9CH(NH2)COOH; Acetic acid, amino-s-butyl-; GTPL3311; CHEMBL1233584; DTXSID1047441; DTXSID2046882; FEMA NO. 4675; L-Isoleucine: D-allo-isoleucine; BDBM18140; Norvaline, 3-methyl-, erythro-; L-Isoleucine, 99%, FCC, FG; Pharmakon1600-01301004; (2S,3S)-a-Amino-b-methylvalerate; HY-N0771; L-Isoleucine, Cell Culture Reagent; ZINC3581355; LMFA01100047; NSC760109; s3752; L-Isoleucine, Vetec(TM), 98.5%; AKOS015842027; (2S,3S)-a-Amino-b-methyl-n-valerate; AM81842; CCG-266114; CS-W018502; DB00167; FD20022; MCULE-2215911951; NSC-760109; (2S,3S)-2-amino-3-methyl-Pentanoate; (2S,3S)-alph-Amino-beta-methylvalerate; (2S,3S)-alpha-Amino-beta-methylvalerate; AC-34995; AS-11616; BP-20357; (2S,3S)-alpha-Amino-beta-merthylvalerate; 064l222; [S-(R*,R*)]-2-Amino-3-methylpentanoate; L-Isoleucine, BioUltra, >=99.5% (NT); (2S,3S)-alph-Amino-beta-methylvaleric acid; (2S,3S)-alpha-Amino-beta-methyl-n-valerate; I0181; (2S,3S)-alpha-Amino-beta-merthyl-n-valerate; L-Isoleucine, SAJ special grade, >=99.0%; C00407; D00065; L-Isoleucine, reagent grade, >=98% (HPLC); M03002; L-Isoleucine, Vetec(TM) reagent grade, >=98%; Q484940; Q-201311; (2S,3S)-.alpha.-Amino-.beta.-methyl-n-valeric acid; .alpha.-Amino-.beta.-methylvaleric acid, (2S,3S)-; Pentanoic acid, 2-amino-3-methyl-, [S-(R*,R*)]-; F8880-9085; Z1250208653; Isoleucine, European Pharmacopoeia (EP) Reference Standard; L-Isoleucine, certified reference material, TraceCERT(R); UNII-0O72R8RF8A component AGPKZVBTJJNPAG-WHFBIAKZSA-N; UNII-5HX0BYT4E3 component AGPKZVBTJJNPAG-WHFBIAKZSA-N; UNII-66PZQ62YA6 component AGPKZVBTJJNPAG-WHFBIAKZSA-N; UNII-N7U7BXP2OI component AGPKZVBTJJNPAG-WHFBIAKZSA-N; E46116A2-987C-4709-9E80-A64DA838D5A1; L-Isoleucine, United States Pharmacopeia (USP) Reference Standard; L-Isoleucine, Pharmaceutical Secondary Standard; Certified Reference Material; (S,S)-2-amino-3-methyl-pentanoicacid;(s,s)-isoleucine;[S-(R*,R*)]-2-Amino-3-methylpentanoic acid; 1160211-67-5; L-Isoleucine, from non-animal source, meets EP, JP, USP testing specifications, suitable for cell culture, 98.5-101.0%; L-Isoleucine, PharmaGrade, Ajinomoto, EP, JP, USP, Manufactured under appropriate GMP controls for pharma or biopharmaceutical production, suitable for cell culture
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  Formula C6H13NO2
  Weight 131.17
  Structure Could Not Find 2D Structure
3D Structure Download 2D Structure Download
  InChI InChI=1S/C6H13NO2/c1-3-4(2)5(7)6(8)9/h4-5H,3,7H2,1-2H3,(H,8,9)/t4-,5-/m0/s1
  InChI Key AGPKZVBTJJNPAG-WHFBIAKZSA-N
  Isomeric SMILES CC[C@H](C)[C@@H](C(=O)O)N
  Canonical SMILES CCC(C)C(C(=O)O)N
  External Links PubChem ID 6306
CAS ID 73-32-5
CHEMBL ID CHEMBL1233584
  NP Activity Charts   Click to show/hide

 The Content Variation of Natural Product Induced by Different Factor(s)
      Species Name: Lagenaria siceraria
  Factor Name: Cultivar Comparison; Developmental Stage Variation [1]
              Species Info Factor Info
               Experiment Detail
The experiment was conducted from July to November 2007 at the experimental station of the University of Abobo-Adjame (Abidjan, Ivory Coast) (latitude between 5° 17′ and 5° 31′ N, longitude between 3° 45′ and 4° 22′ W). During this period, rainfall, mean temperature and humidity varied from 5.33 to 192.28 mm, from 23.3 to 26.4 ℃ and from 86.7 to 96% respectively. Open-pollinated accessions from two edible-seeded L. siceraria (Molina) Standl. cultivars recognisable by their fruit shape (oval or round) were used. Seeds from the round fruit cultivar are characterised by the presence of a cap on the distal side, whereas those from the oval fruit cultivar lack this cap. Differences are also noted between the two cultivars in their rates of seed germination and seedling emergence, the best performances being observed for the round fruit cultivar. However, the visual changes in fruits during their growth as well as at plant whiteness are the same in the two cultivars. Both round and oval fruit cultivars were obtained from the cucurbit germplasm of the university, where they are identified by the alphanumeric codes NI354 and NI260 respectively. Each cultivar was sown on a plot of 20 m × 20 m in 12 holes. Female flowers were tagged after their closure in order to monitor the fruits until the date determined for harvesting. Fruits were harvested at three stages of maturation: (i) 30 days after fruit set (DAFS), at which stage fruits do not grow any more; (ii) 50 DAFS, at which stage the colour of fruits no longer changes; (iii) complete plant whiteness (CPW), indicating the end of plant growth. For each of the three fruit maturation times, five fruits per cultivar were selected. The seeds were extracted from each fruit, washed and dried in the sun for 1 week. After drying, the seeds of all five fruits were grouped and decorticated to obtain seed kernels that were used for analysis.
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               Factor Function
The results of this study showed that there were considerable modifications during fruit maturation in the oilseed gourd L. siceraria and that chemical characterisation of the seed kernel is important for controlling the processes of maturation. The two cultivars of L. siceraria studied should be harvested at 50 days after fruit set (DAFS) owing to their high contents of proteins, lipids, energy and minerals at this stage. At 50 DAFS the leaves of L. siceraria were still green and could serve as a source of nutrients for livestock. However, to obtain the best amino acid composition and biological values of proteins, the round and oval berry cultivars should be harvested at 30 DAFS and complete plant whiteness (CPW) respectively. At these stages their proteins could be used as a supplement. The low digestibility of the proteins at this stage could be improved by appropriate technological treatment.
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               Factor Part Location NP Content
 
Lagenaria siceraria cv. Round berry + Harvesting time: 30 days after fruit set
Seed kernels Abidjan, Cote d'lvoire
NP Content: 14.2 ± 0.0 g/kg dry matter
 
Lagenaria siceraria cv. Round berry + Harvesting time: 50 days after fruit set
Seed kernels Abidjan, Cote d'lvoire
NP Content: 13.3 ± 0.1 g/kg dry matter
 
Lagenaria siceraria cv. Round berry + Harvesting time: complete plant whiteness stage
Seed kernels Abidjan, Cote d'lvoire
NP Content: 13.3 ± 0.1 g/kg dry matter
 
Lagenaria siceraria cv. Oval berry + Harvesting time: 30 days after fruit set
Seed kernels Abidjan, Cote d'lvoire
NP Content: 13.9 ± 0.1 g/kg dry matter
 
Lagenaria siceraria cv. Oval berry + Harvesting time: 50 days after fruit set
Seed kernels Abidjan, Cote d'lvoire
NP Content: 12.9 ± 0.1 g/kg dry matter
 
Lagenaria siceraria cv. Oval berry + Harvesting time: complete plant whiteness stage
Seed kernels Abidjan, Cote d'lvoire
NP Content: 14.3 ± 0.1 g/kg dry matter
      Species Name: Solanum lycopersicum cv. Micro-Tom
  Factor Name: Developmental Stage Variation; AMF Inoculation [2]
              Species Info Factor Info
               Experiment Detail
Solanum lycopersicum cv.Micro-Tom tomato seeds were sterilized with a series of washes: 3 min in 70% ethanol, to which 3-4 drops of tween 20 were added, 13 min in a 5% bleach solution and 3 washes of 10 min each in sterile water. The seeds were then placed in a 0.6% agar medium (5 seeds per petri dish). The petri dishes were kept for 5 days in the dark, followed by 4 days in the light. The germinating seedlings were then transferred to pots with sterile quartz sand. For mycorrhization, the fungus Glomus mosseae Gerd. & Trappe (BEG 12) was purchased from Biorize (Dijon, France). A mixture of sand (70%) and fungal inoculum (30%) was used. The mycorrhizal and control plants were grown in a growth chamber under a 14 h light (24&#8451)/10 h dark (20&#8451) regime, and watered, 125 ml/plant twice a week with water, and once a week with a modified Long-Ashton solution containing a low phosphorus concentration (3.2 µM Na2HPO4.12H2O). The fruit was collected when it reached the required ripening stage i.e. turning.
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               Factor Function
Mycorrhization accelerated the flowering and fruit development and increased the fruit yield. Eleven transcripts were differentially regulated in the fruit upon mycorrhization, and the mycorrhiza-responsive genes resulted to be involved in nitrogen and carbohydrate metabolism as well as in regulation and signal transduction. Mycorrhization has increased the amino acid abundance in the fruit from mycorrhizal plants, with glutamine and asparagine being the most responsive amino acids.
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               Factor Part Location NP Content
 
Fruit: Mature green stage
Fruits NA
NP Content: 243 ± 57 nmol/mg dry weight
 
Fruit: (Mature green stage) + (Glomus mosseae inoculation)
Fruits NA
NP Content: 326 ± 38 nmol/mg dry weight
 
Fruit: Turning stage
Fruits NA
NP Content: 102 ± 0.011 nmol/mg dry weight
 
Fruit: (Turning stage) + (G. mosseae inoculation)
Fruits NA
NP Content: 204 ± 0.039 nmol/mg dry weight
 
Fruit: Red stage
Fruits NA
NP Content: 1156 ± 232 nmol/mg dry weight
 
Fruit: (Red stage) + (G. mosseae inoculation)
Fruits NA
NP Content: 1237 ± 146 nmol/mg dry weight
References
1 Effect of harvest time on seed oil and protein contents and compositions in the oleaginous gourd Lagenaria siceraria (Molina) Standl
2 The arbuscular mycorrhizal status has an impact on the transcriptome profile and amino acid composition of tomato fruit