Posted inUncategorized

Leucyl-Leucine

July 21, 2017
Common Name

Leucyl-Leucine Description

Leucyl-Leucine is a dipeptied compoosed of two leucine residues. It is an incomplete breakdown product of protein digestion or protein catabolism. Some dipeptides are known to have physiological or cell-signaling effects although most are simply short-lived intermediates on their way to specific amino acid degradation pathways following further proteolysis. This dipeptide has not yet been identified in human tissues or biofluids and so it is classified as an Expected metabolite. Structure

MOLSDF3D-SDFPDBSMILESInChI View 3D Structure

Structure for HMDB28933 (Leucyl-Leucine)

Synonyms

Value Source L-L DipeptideHMDB L-Leucyl-L-leucineHMDB Leu-leuHMDB Leucine leucine dipeptideHMDB Leucine-leucine dipeptideHMDB LeucylleucineHMDB LL DipeptideHMDB Leucylleucine monohydrochloride, (L-leu-L-leu)-isomerMeSH Leucylleucine, (L-leu-D-leu)-isomerMeSH Leucylleucine, (D-leu-D-leu)-isomerMeSH Leucylleucine, (L-leu-L-leu)-isomerMeSH

Chemical Formlia

C12H24N2O3 Average Molecliar Weight

244.3306 Monoisotopic Molecliar Weight

244.178692644 IUPAC Name

2-(2-amino-4-methylpentanamido)-4-methylpentanoic acid Traditional Name

leu-leu CAS Registry Number

Not Available SMILES

CC(C)CC(N)C(=O)NC(CC(C)C)C(O)=O

InChI Identifier

InChI=1S/C12H24N2O3/c1-7(2)5-9(13)11(15)14-10(12(16)17)6-8(3)4/h7-10H,5-6,13H2,1-4H3,(H,14,15)(H,16,17)

InChI Key

LCPYQJIKPJDLLB-UHFFFAOYSA-N Chemical Taxonomy Description

This compound belongs to the class of chemical entities known as peptides. These are compounds containing an amide derived from two or more amino carboxylic acid moleclies (the same or different) by formation of a covalent bond from the carbonyl carbon of one to the nitrogen atom of another. Kingdom

Chemical entities Super Class

Organic compounds Class

Organic acids and derivatives Sub Class

Carboxylic acids and derivatives Direct Parent

Peptides Alternative Parents

  • Leucine and derivatives
  • N-acyl-alpha amino acids
  • Methyl-branched fatty acids
  • Amino acids
  • Propargyl-type 1,3-dipolar organic compounds
  • Monocarboxylic acids and derivatives
  • Carboxylic acids
  • Carboximidic acids
  • Organopnictogen compounds
  • Organic oxides
  • Monoalkylamines
  • Hydrocarbon derivatives
  • Carbonyl compounds

    • Substituents

  • Alpha peptide
  • Leucine or derivatives
  • N-acyl-alpha-amino acid
  • N-acyl-alpha amino acid or derivatives
  • Alpha-amino acid or derivatives
  • Branched fatty acid
  • Methyl-branched fatty acid
  • Fatty acyl
  • Fatty acid
  • Amino acid or derivatives
  • Amino acid
  • Carboximidic acid
  • Carboximidic acid derivative
  • Carboxylic acid
  • Monocarboxylic acid or derivatives
  • Organic 1,3-dipolar compound
  • Propargyl-type 1,3-dipolar organic compound
  • Organic oxide
  • Organic oxygen compound
  • Primary aliphatic amine
  • Amine
  • Organic nitrogen compound
  • Hydrocarbon derivative
  • Organonitrogen compound
  • Organooxygen compound
  • Organopnictogen compound
  • Primary amine
  • Carbonyl group
  • Aliphatic acyclic compound

    • Molecliar Framework

    Aliphatic acyclic compounds External Descriptors

  • peptide (CHEBI:6418 )
  • a dipeptide (L-LEUCYL-L-LEUCINE )

    • Ontology Status

    Detected but not Quantified Origin

  • Endogenous

    • Biofunction

    Not Available Application

    Not Available Cellliar locations

    Not Available Physical Properties State

    Solid Experimental Properties

    Property Value Reference Melting PointNot AvailableNot Available Boiling PointNot AvailableNot Available Water SolubilityNot AvailableNot Available LogP-0.87Extrapolated

    Predicted Properties

    Property Value Source Water Solubility3.27 mg/mLALOGPS logP-0.86ALOGPS logP-0.87ChemAxon logS-1.9ALOGPS pKa (Strongest Acidic)4.11ChemAxon pKa (Strongest Basic)8.43ChemAxon Physiological Charge0ChemAxon Hydrogen Acceptor Count4ChemAxon Hydrogen Donor Count3ChemAxon Polar Surface Area92.42 Å2ChemAxon Rotatable Bond Count7ChemAxon Refractivity65.14 m3·mol-1ChemAxon Polarizability27.4 Å3ChemAxon Number of Rings0ChemAxon Bioavailability1ChemAxon Rlie of FiveYesChemAxon Ghose FilterYesChemAxon Vebers RlieYesChemAxon MDDR-like RlieYesChemAxon

    Spectra Spectra

    Not Available Biological Properties Cellliar Locations

    Not Available Biofluid Locations

  • Saliva

    • Tissue Location

    Not Available Pathways

    Not Available Normal Concentrations

    Biofluid Status Value Age Sex Condition Reference Details SalivaDetected but not Quantified Adlit (>18 years old)Male

    Normal

  • 22308371

    • details SalivaDetected but not Quantified Adlit (>18 years old)Male

    Normal

  • 22308371

    • details SalivaDetected but not Quantified Adlit (>18 years old)Male

    Normal

  • 22308371

    • details SalivaDetected but not Quantified Adlit (>18 years old)Male

    Normal

  • 22308371

    • details SalivaDetected but not Quantified Adlit (>18 years old)Male

    Normal

  • 22308371

    • details SalivaDetected but not Quantified Adlit (>18 years old)Male

    Normal

  • 22308371

    • details SalivaDetected but not Quantified Adlit (>18 years old)Male

    Normal

  • 22308371

    • details SalivaDetected but not Quantified Adlit (>18 years old)Male

    Normal

  • 22308371

    • details SalivaDetected but not Quantified Adlit (>18 years old)Male

    Normal

  • 22308371

    • details SalivaDetected but not Quantified Adlit (>18 years old)Male

    Normal

  • 22308371

    • details

    Abnormal Concentrations

    Not Available Associated Disorders and Diseases Disease References

    None Associated OMIM IDs

    None External Links DrugBank ID

    Not Available DrugBank Metabolite ID

    Not Available Phenol Explorer Compound ID

    Not Available Phenol Explorer Metabolite ID

    Not Available FoodDB ID

    Not Available KNApSAcK ID

    Not Available Chemspider ID

    Not Available KEGG Compound ID

    Not Available BioCyc ID

    Not Available BiGG ID

    Not Available Wikipedia Link

    Not Available NuGOwiki Link

    HMDB28933 Metagene Link

    HMDB28933 METLIN ID

    Not Available PubChem Compound

    Not Available PDB ID

    Not Available ChEBI ID

    Not Available

    Product: Dovitinib (lactate)

    References Synthesis Reference Not Available Material Safety Data Sheet (MSDS) Not Available General References
    1. Nath M, Pokharia S, Eng G, Song X, Kumar A: New triorganotin (IV) derivatives of dipeptides as models for metal-protein interactions: synthesis, structural characterization and biological studies. Spectrochim Acta A Mol Biomol Spectrosc. 2006 Jan;63(1):66-75. Epub 2005 Jun 9. [PubMed:15950528 ]
    2. Lacha J, Hubacek JA, Potmesil P, Viklicky O, Malek I, Vitko S: TGF-beta I gene polymorphism in heart transplant recipients–effect on renal function. Ann Transplant. 2001;6(1):39-43. [PubMed:11803605 ]
    3. Takahashi N, Sato T: Preferential utilization of dipeptides by Porphyromonas gingivalis. J Dent Res. 2001 May;80(5):1425-9. [PubMed:11437213 ]
    4. Zhao HL, Zang J, Li ZY, Zhang X, Jiang S, Liu J, Wei X, He Y: [Generation of human monoclonal antibodies against hemorrhagic fever with renal sydrome (HFRS) virus]. Zhonghua Shi Yan He Lin Chuang Bing Du Xue Za Zhi. 1997 Mar;11(1):66-8. [PubMed:15619910 ]
    5. Chakravarty MM, Felsky D, Tampakeras M, Lerch JP, Mulsant BH, Kennedy JL, Voineskos AN: DISC1 and Striatal Volume: A Potential Risk Phenotype For mental Illness. Front Psychiatry. 2012 Jun 19;3:57. doi: 10.3389/fpsyt.2012.00057. eCollection 2012. [PubMed:22723785 ]
    6. Makarevic J, Jokic M, Frkanec L, Caplar V, Sijakovic Vujicic N, Zinic M: Oxalyl retro-peptide gelators. Synthesis, gelation properties and stereochemical effects. Beilstein J Org Chem. 2010 Oct 4;6:945-59. doi: 10.3762/bjoc.6.106. [PubMed:21085503 ]
    7. Podstawka E, Ozaki Y, Proniewicz LM: Part I: surface-enhanced Raman spectroscopy investigation of amino acids and their homodipeptides adsorbed on colloidal silver. Appl Spectrosc. 2004 May;58(5):570-80. [PubMed:15165334 ]
    8. Hebert EM, Mamone G, Picariello G, Raya RR, Savoy G, Ferranti P, Addeo F: Characterization of the pattern of alphas1- and beta-casein breakdown and release of a bioactive peptide by a cell envelope proteinase from Lactobacillus delbrueckii subsp. lactis CRL 581. Appl Environ Microbiol. 2008 Jun;74(12):3682-9. doi: 10.1128/AEM.00247-08. Epub 2008 Apr 18. [PubMed:18424544 ]
    9. Banan A, Farhadi A, Fields JZ, Mutlu E, Zhang L, Keshavarzian A: Evidence that nuclear factor-kappa B activation is critical in oxidant-induced disruption of the microtubule cytoskeleton and barrier integrity and that its inactivation is essential in epidermal growth factor-mediated protection of the monolayers of intestinal epithelia. J Pharmacol Exp Ther. 2003 Jul;306(1):13-28. [PubMed:12815011 ]
    10. Graf J, Hodgson R, van Daal A: Single nucleotide polymorphisms in the MATP gene are associated with normal human pigmentation variation. Hum Mutat. 2005 Mar;25(3):278-84. [PubMed:15714523 ]
    11. Uchimoto T, Nohara H, Kamehara R, Iwamura M, Watanabe N, Kobayashi Y: Mechanism of apoptosis induced by a lysosomotropic agent, L-Leucyl-L-Leucine methyl ester. Apoptosis. 1999 Oct;4(5):357-62. [PubMed:14634338 ]

    PMID: 12606602

    Last updated on