L-asparagine   Click here for help

GtoPdb Ligand ID: 4533

Abbreviated name: L-Asn
PDB Ligand
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 5
Hydrogen bond donors 3
Rotatable bonds 3
Topological polar surface area 106.41
Molecular weight 132.05
XLogP -4.43
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES NC(=O)CC(C(=O)O)N
Isomeric SMILES NC(=O)C[C@@H](C(=O)O)N
InChI InChI=1S/C4H8N2O3/c5-2(4(8)9)1-3(6)7/h2H,1,5H2,(H2,6,7)(H,8,9)/t2-/m0/s1
InChI Key DCXYFEDJOCDNAF-REOHCLBHSA-N
References
1. Albers A, Bröer A, Wagner CA, Setiawan I, Lang PA, Kranz EU, Lang F, Bröer S. (2001)
Na+ transport by the neural glutamine transporter ATA1.
Pflugers Arch., 443 (1): 92-101. [PMID:11692272]
2. Bröer S. (2006)
The SLC6 orphans are forming a family of amino acid transporters.
Neurochem. Int., 48 (6-7): 559-67. [PMID:16540203]
3. Fei YJ, Sugawara M, Nakanishi T, Huang W, Wang H, Prasad PD, Leibach FH, Ganapathy V. (2000)
Primary structure, genomic organization, and functional and electrogenic characteristics of human system N 1, a Na+- and H+-coupled glutamine transporter.
J. Biol. Chem., 275 (31): 23707-17. [PMID:10823827]
4. Hatanaka T, Huang W, Ling R, Prasad PD, Sugawara M, Leibach FH, Ganapathy V. (2001)
Evidence for the transport of neutral as well as cationic amino acids by ATA3, a novel and liver-specific subtype of amino acid transport system A.
Biochim. Biophys. Acta, 1510 (1-2): 10-7. [PMID:11342143]
5. Hatanaka T, Huang W, Wang H, Sugawara M, Prasad PD, Leibach FH, Ganapathy V. (2000)
Primary structure, functional characteristics and tissue expression pattern of human ATA2, a subtype of amino acid transport system A.
Biochim. Biophys. Acta, 1467 (1): 1-6. [PMID:10930503]
6. Hägglund MG, Sreedharan S, Nilsson VC, Shaik JH, Almkvist IM, Bäcklin S, Wrange O, Fredriksson R. (2011)
Identification of SLC38A7 (SNAT7) protein as a glutamine transporter expressed in neurons.
J. Biol. Chem., 286 (23): 20500-11. [PMID:21511949]
7. Nakanishi T, Sugawara M, Huang W, Martindale RG, Leibach FH, Ganapathy ME, Prasad PD, Ganapathy V. (2001)
Structure, function, and tissue expression pattern of human SN2, a subtype of the amino acid transport system N.
Biochem. Biophys. Res. Commun., 281 (5): 1343-8. [PMID:11243884]