General Information of Natural Product (ID: NP0965)
  Natural Product Name
Leucine
  Synonyms
L-leucine; leucine; 61-90-5; (S)-2-Amino-4-methylpentanoic acid; (S)-Leucine; H-Leu-OH; (2S)-2-amino-4-methylpentanoic acid; (S)-(+)-Leucine; Leucin; L-Norvaline, 4-methyl-; (S)-2-Amino-4-methylvaleric acid; L-alpha-Aminoisocaproic acid; Leucin [German]; leu; Leucine (VAN); LEUCINE, L-; Leucinum; (2S)-alpha-leucine; L-(+)-Leucine; L-(-)-2-Amino-4-methylpentanoic acid; L-leucin; Leucine [USAN:INN]; Leucinum [INN-Latin]; Leucina [INN-Spanish]; FEMA No. 3297; Leucina [Latin,Spanish]; alpha-Aminoisocaproic acid; Valeric acid, 2-amino-4-methyl-, (S)-; 2-amino-4-methylvaleric acid; Pentanoic acid, 2-amino-4-methyl-, (S)-; 2-Amino-4-methylpentanoic acid, (S)-; UNII-GMW67QNF9C; L-Leuzin; AI3-08899; 2-Amino-4-methylvaleric acid (L); 2-Amino-4-methylpentanoic acid (L); NSC 46709; (2S)-alpha-2-amino-4-methylvaleric acid; MFCD00002617; GMW67QNF9C; CHEMBL291962; L-Leucine, labeled with tritium; CHEBI:15603; NSC-46709; Leucine (L-Leucine); L-Leu; Leucina; POLY-L-LEUCINE; (2S)-2-amino-4-methylpentanoate; L-a-Aminoisocaproic acid; EINECS 200-522-0; HSDB 7799; Leucine, l; LeuOH; 1lan; 1usk; 3h-l-leucine; 4-methyl-norvalin; L-2-Amino-4-methylpentanoic acid; L-Leucine;; (L)-leucine; .alpha.-Amino-.gamma.-methylvaleric acid; (3H)Leucine; alpha-Amino-gamma-methylvaleric acid; H-Leu; Leucine (USP); L-a-Aminoisocaproate; 4-methyl-l-norvalin; L-Leucine,(S); Leucine (H-3); 4-methyl-L-Norvaline; L-Leu-OH; (2S)-2-amino-4-methyl-pentanoic acid; H-Leu-OH USP grade; 1f2o; L-Leucine (JP17); L-alpha-Aminoisocaproate; bmse000042; bmse000920; EC 200-522-0; L-Leucine, 99%, FG; SCHEMBL3889; NCIStruc1_001860; NCIStruc2_000010; H-Leu-2-Chlorotrityl Resin; iso-C4H9CH(NH2)COOH; 2-amino-4-methyl-valericaci; 2-amino-4-methylpentanoicacid; 2-Amino-4-methyl-valeric acid; GTPL3312; L-.alpha.-Aminoisocaproic acid; (S)-2-Amino-4-methylvalerate; DTXSID9023203; Norvaline, 4-methyl-, (L)-; L-Leucine, Cell Culture Reagent; (S)-2-Amino-4-methylpentanoate; (s)-2-amino-4-methylvalericacid; Pharmakon1600-01301005; 25322-63-8; HY-N0486; NCI46709; STR01720; ZINC3645145; L-Leucine, Vetec(TM), 98.5%; BDBM50219348; CCG-37658; NCGC00013565; NSC760100; s3753; Oxirane, 2,3-bis(2-chlorophenyl)-; (S)-2-Amino-4-methyl-pentanoic acid; 2-Amino-4-methylvaleric acid, (L)-; AKOS010373766; AKOS015841779; AM81871; CS-W020705; DB00149; MCULE-4930237913; NSC-760100; 2-Amino-4-methylpentanoic acid, (L)-; L-Leucine, tested according to Ph.Eur.; NCGC00013565-02; NCGC00096678-01; 71000-80-1; E641; 1-Leucine;2-Amino-4-methylpentanoic acid; L-Leucine, BioUltra, >=99.5% (NT); DB-029966; L-Leucine, SAJ special grade, >=99.0%; BB 0256932; L-Leucine, reagent grade, >=98% (HPLC); L0029; L-Leucine, Vetec(TM) reagent grade, >=98%; C00123; D00030; L-2700; M03060; (2S)-2-azaniumyl-4-methyl-pentanoate;H-Leu-OH; 002L617; A821449; A833479; Q483745; Q-201312; (2R)-2-amino-4-methyl-pentanoic acid;D-HOMO-VALINE; L-Leucine, certified reference material, TraceCERT(R); 2B9FF792-3CA1-4BEA-BC63-6D4E1A86714E; F8889-8638; Leucine, European Pharmacopoeia (EP) Reference Standard; Z1250208667; UNII-0O72R8RF8A component ROHFNLRQFUQHCH-YFKPBYRVSA-N; UNII-1QSS9D5DR6 component ROHFNLRQFUQHCH-YFKPBYRVSA-N; UNII-66PZQ62YA6 component ROHFNLRQFUQHCH-YFKPBYRVSA-N; UNII-N7U7BXP2OI component ROHFNLRQFUQHCH-YFKPBYRVSA-N; L-Leucine, United States Pharmacopeia (USP) Reference Standard; (S)-2-Amino-4-methyl-pentanoic acid methyl ester hydrochloride; L-Leucine, Pharmaceutical Secondary Standard; Certified Reference Material; L-Leucine, from non-animal source, meets EP, JP, USP testing specifications, suitable for cell culture, 98.5-101.0%; L-Leucine, 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/c1-4(2)3-5(7)6(8)9/h4-5H,3,7H2,1-2H3,(H,8,9)/t5-/m0/s1
  InChI Key ROHFNLRQFUQHCH-YFKPBYRVSA-N
  Isomeric SMILES CC(C)C[C@@H](C(=O)O)N
  Canonical SMILES CC(C)CC(C(=O)O)N
  External Links PubChem ID 6106
CAS ID 61-90-5
CHEMBL ID CHEMBL291962
  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: 22.0 ± 0.1 g/kg dry matter
 
Lagenaria siceraria cv. Round berry + Harvesting time: 50 days after fruit set
Seed kernels Abidjan, Cote d'lvoire
NP Content: 20.4 ± 0.2 g/kg dry matter
 
Lagenaria siceraria cv. Round berry + Harvesting time: complete plant whiteness stage
Seed kernels Abidjan, Cote d'lvoire
NP Content: 20.6 ± 0.2 g/kg dry matter
 
Lagenaria siceraria cv. Oval berry + Harvesting time: 30 days after fruit set
Seed kernels Abidjan, Cote d'lvoire
NP Content: 21.5 ± 0.2 g/kg dry matter
 
Lagenaria siceraria cv. Oval berry + Harvesting time: 50 days after fruit set
Seed kernels Abidjan, Cote d'lvoire
NP Content: 19.8 ± 0.0 g/kg dry matter
 
Lagenaria siceraria cv. Oval berry + Harvesting time: complete plant whiteness stage
Seed kernels Abidjan, Cote d'lvoire
NP Content: 22.1 ± 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: 096 ± 28 nmol/mg dry weight
 
Fruit: (Mature green stage) + (Glomus mosseae inoculation)
Fruits NA
NP Content: 145 ± 044 nmol/mg dry weight
 
Fruit: Turning stage
Fruits NA
NP Content: 105 ± 0.027 nmol/mg dry weight
 
Fruit: (Turning stage) + (G. mosseae inoculation)
Fruits NA
NP Content: 194 ± 0.003 nmol/mg dry weight
 
Fruit: Red stage
Fruits NA
NP Content: 1437 ± 295 nmol/mg dry weight
 
Fruit: (Red stage) + (G. mosseae inoculation)
Fruits NA
NP Content: 764 ± 118 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