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Record Information
Version	2.0
Creation Date	2012-05-31 14:21:27 -0600
Update Date	2015-06-03 17:19:04 -0600
Secondary Accession Numbers	ECMDB12267
Identification
Name:	N-Succinyl-L,L-2,6-diaminopimelate
Description	N-Succinyl-L,L-2,6-diaminopimelate is an intermediate in lysine biosynthesis. It is the third to last step in the synthesis of lysine and is converted from N-Succinyl-2-amino-6-ketopimelate via the enzyme succinyldiaminopimelate transferase (EC 2.6.1.17). It is then converted to L,L-diaminopimelate via the enzyme succinyl-diaminopimelate desuccinylase (EC 3.5.1.18).
Structure	MOLSDFPDBSMILESInChI × Structure for #<Compound:0xb02c472c> Close
Synonyms:	N-succinyl-L-2,6-diaminoheptanedioate N-succinyl-LL-2,6-diaminoheptanedioate L,L-Sdap N-Succinyl-L,L-2,6-diaminopimelic acid N-Succinyl-L-2,6-diaminoheptanedioate N-Succinyl-L-2,6-diaminoheptanedioic acid N-Succinyl-LL-2,6-diaminoheptanedioate N-Succinyl-LL-2,6-diaminoheptanedioic acid N-Succinyl-LL-2,6-diaminopimelate N-Succinyl-LL-2,6-diaminopimelic acid SDPA
Chemical Formula:	C11H18N2O7
Weight:	Average: 290.2698 Monoisotopic: 290.11140094
InChI Key:	GLXUWZBUPATPBR-MLWJPKLSSA-N
InChI:	InChI=1S/C11H18N2O7/c12-6(10(17)18)2-1-3-7(11(19)20)13-8(14)4-5-9(15)16/h6-7H,1-5,12H2,(H,13,14)(H,15,16)(H,17,18)(H,19,20)/t6?,7-/m0/s1
CAS number:	26605-36-7
IUPAC Name:	(6S)-2-amino-6-(3-carboxypropanamido)heptanedioic acid
Traditional IUPAC Name:	(6S)-2-amino-6-(3-carboxypropanamido)heptanedioic acid
SMILES:	NC(CCC[C@H](NC(=O)CCC(O)=O)C(O)=O)C(O)=O
Chemical Taxonomy
Description	belongs to the class of organic compounds known as n-acyl-l-alpha-amino acids. These are n-acylated alpha amino acids which have the L-configuration of the alpha-carbon atom.
Kingdom	Organic compounds
Super Class	Organic acids and derivatives
Class	Carboxylic acids and derivatives
Sub Class	Amino acids, peptides, and analogues
Direct Parent	N-acyl-L-alpha-amino acids
Alternative Parents	Alpha amino acids Tricarboxylic acids and derivatives Amino fatty acids N-acyl amines Secondary carboxylic acid amides Amino acids Carboxylic acids Organopnictogen compounds Organic oxides Monoalkylamines Hydrocarbon derivatives Carbonyl compounds
Substituents	N-acyl-l-alpha-amino acid Alpha-amino acid Tricarboxylic acid or derivatives Amino fatty acid Fatty amide N-acyl-amine Fatty acyl Carboxamide group Secondary carboxylic acid amide Amino acid Carboxylic acid Primary amine Organooxygen compound Organonitrogen compound Organic oxide Primary aliphatic amine Organopnictogen compound Carbonyl group Organic oxygen compound Organic nitrogen compound Amine Hydrocarbon derivative Aliphatic acyclic compound
Molecular Framework	Aliphatic acyclic compounds
External Descriptors	Not Available
Physical Properties
State:	Solid
Charge:	-2
Melting point:	Not Available
Experimental Properties:	Property Value Source
Predicted Properties	Property Value Source Water Solubility 5.8 g/L ALOGPS logP -3.1 ALOGPS logP -3.8 ChemAxon logS -1.7 ALOGPS pKa (Strongest Acidic) 1.89 ChemAxon pKa (Strongest Basic) 9.53 ChemAxon Physiological Charge -2 ChemAxon Hydrogen Acceptor Count 8 ChemAxon Hydrogen Donor Count 5 ChemAxon Polar Surface Area 167.02 Ų ChemAxon Rotatable Bond Count 10 ChemAxon Refractivity 63.98 m³·mol⁻¹ ChemAxon Polarizability 27.09 ų ChemAxon Number of Rings 0 ChemAxon Bioavailability 1 ChemAxon Rule of Five Yes ChemAxon Ghose Filter Yes ChemAxon Veber's Rule Yes ChemAxon MDDR-like Rule Yes ChemAxon
Biological Properties
Cellular Locations:	Cytoplasm
Reactions:	Water + N-Succinyl-L,L-2,6-diaminopimelate <> Diaminopimelic acid + Succinic acid alpha-Ketoglutarate + N-Succinyl-L,L-2,6-diaminopimelate <> L-Glutamate + N-Succinyl-2-amino-6-ketopimelate Oxoglutaric acid + N-Succinyl-L,L-2,6-diaminopimelate <> L-Glutamate + N-Succinyl-2-amino-6-ketopimelate N-Succinyl-2-amino-6-ketopimelate + L-Glutamic acid + L-Glutamate > N-Succinyl-L,L-2,6-diaminopimelate + Oxoglutaric acid N-Succinyl-L,L-2,6-diaminopimelate + Water > Succinic acid + Diaminopimelic acid alpha-Ketoglutarate + N-Succinyl-L,L-2,6-diaminopimelate <> L-Glutamate + N-Succinyl-2-amino-6-ketopimelate Water + N-Succinyl-L,L-2,6-diaminopimelate <> Diaminopimelic acid + Succinic acid
SMPDB Pathways:	Lysine biosynthesis PW000771
KEGG Pathways:	Lysine biosynthesis ec00300 Metabolic pathways eco01100 Microbial metabolism in diverse environments ec01120
EcoCyc Pathways:	lysine biosynthesis I DAPLYSINESYN-PWY
Concentrations
	Not Available
Spectra
Spectra:	Spectrum Type Description Splash Key Predicted GC-MS Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive splash10-0ukd-7980000000-e443695d136f221c8fcf View in MoNA Predicted GC-MS Predicted GC-MS Spectrum - GC-MS (3 TMS) - 70eV, Positive splash10-006x-9303600000-53e79d2abfa0f9ef52dd View in MoNA Predicted GC-MS Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive Not Available View in JSpectraViewer Predicted GC-MS Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive Not Available View in JSpectraViewer Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 10V, Positive splash10-00fs-0290000000-94b59924e5c6f873d3e9 View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 20V, Positive splash10-0002-1960000000-f57f28932db38b283c8c View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 40V, Positive splash10-054k-7900000000-66284b4cc1812fbb9f0c View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 10V, Negative splash10-0079-0190000000-fa97ecde1f805141dc72 View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 20V, Negative splash10-00g1-1490000000-777a3c340c9bca9df3ae View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 40V, Negative splash10-006y-9800000000-f1025c9e017254c3c356 View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 10V, Positive splash10-006x-0190000000-2b72340d09586ce940a0 View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 20V, Positive splash10-0002-1910000000-e4c34aca88cb0711d6e6 View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 40V, Positive splash10-0pb9-8900000000-b3cbfc02281c4466f2de View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 10V, Negative splash10-000i-0090000000-39bd027060b8d3f96cff View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 20V, Negative splash10-000b-2970000000-0ae78022739fec47a222 View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 40V, Negative splash10-00dl-9300000000-79f5f223496e3d1a1274 View in MoNA 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer
References
References:	Kanehisa, M., Goto, S., Sato, Y., Furumichi, M., Tanabe, M. (2012). "KEGG for integration and interpretation of large-scale molecular data sets." Nucleic Acids Res 40:D109-D114. Pubmed: 22080510 Keseler, I. M., Collado-Vides, J., Santos-Zavaleta, A., Peralta-Gil, M., Gama-Castro, S., Muniz-Rascado, L., Bonavides-Martinez, C., Paley, S., Krummenacker, M., Altman, T., Kaipa, P., Spaulding, A., Pacheco, J., Latendresse, M., Fulcher, C., Sarker, M., Shearer, A. G., Mackie, A., Paulsen, I., Gunsalus, R. P., Karp, P. D. (2011). "EcoCyc: a comprehensive database of Escherichia coli biology." Nucleic Acids Res 39:D583-D590. Pubmed: 21097882
Synthesis Reference:	Not Available
Material Safety Data Sheet (MSDS)	Not Available
Links
External Links:	Resource Link CHEBI ID 165894 HMDB ID HMDB12267 Pubchem Compound ID 25202447 Kegg ID C04421 ChemSpider ID 35032427 Wikipedia ID Not Available BioCyc ID N-SUCCINYLLL-2-6-DIAMINOPIMELATE EcoCyc ID N-SUCCINYLLL-2-6-DIAMINOPIMELATE

Enzymes