Synonym
Glutamylputrescine; NGGP;
IUPAC/Chemical Name
(4-aminobutyl)-L-glutamine
InChi Key
BKYLRPNYYCFVHV-ZETCQYMHSA-N
InChi Code
InChI=1S/C9H19N3O3/c10-5-1-2-6-12-7(9(14)15)3-4-8(11)13/h7,12H,1-6,10H2,(H2,11,13)(H,14,15)/t7-/m0/s1
SMILES Code
O=C(N)CC[C@@H](C(O)=O)NCCCCN
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>3 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.03.00
Preparing Stock Solutions
The following data is based on the
product
molecular weight
217.26
Batch specific molecular weights may vary
from batch to batch
due to the degree of hydration, which will
affect the solvent
volumes required to prepare stock solutions.
| Concentration / Solvent Volume / Mass |
1 mg |
5 mg |
10 mg |
| 1 mM |
1.15 mL |
5.76 mL |
11.51 mL |
| 5 mM |
0.23 mL |
1.15 mL |
2.3 mL |
| 10 mM |
0.12 mL |
0.58 mL |
1.15 mL |
| 50 mM |
0.02 mL |
0.12 mL |
0.23 mL |
1: Krysenko S, Okoniewski N, Kulik A, Matthews A, Grimpo J, Wohlleben W, Bera A. Gamma-Glutamylpolyamine Synthetase GlnA3 Is Involved in the First Step of Polyamine Degradation Pathway in Streptomyces coelicolor M145. Front Microbiol. 2017 Apr 25;8:726. doi: 10.3389/fmicb.2017.00726. eCollection 2017. PubMed PMID: 28487688; PubMed Central PMCID: PMC5403932.
2: Kurihara S, Oda S, Tsuboi Y, Kim HG, Oshida M, Kumagai H, Suzuki H. gamma-Glutamylputrescine synthetase in the putrescine utilization pathway of Escherichia coli K-12. J Biol Chem. 2008 Jul 18;283(29):19981-90. doi: 10.1074/jbc.M800133200. Epub 2008 May 21. PubMed PMID: 18495664.
3: Jeitner TM, Matson WR, Folk JE, Blass JP, Cooper AJ. Increased levels of gamma-glutamylamines in Huntington disease CSF. J Neurochem. 2008 Jul;106(1):37-44. doi: 10.1111/j.1471-4159.2008.05350.x. Epub 2008 Jul 1. PubMed PMID: 18422943; PubMed Central PMCID: PMC2574808.
4: Kurihara S, Oda S, Kato K, Kim HG, Koyanagi T, Kumagai H, Suzuki H. A novel putrescine utilization pathway involves gamma-glutamylated intermediates of Escherichia coli K-12. J Biol Chem. 2005 Feb 11;280(6):4602-8. Epub 2004 Dec 8. PubMed PMID: 15590624.
5: Beninati S, Martinet N, Folk JE. High-performance liquid chromatographic method for the determination of epsilon-(gamma-glutamyl)lysine and mono- and bis-gamma-glutamyl derivatives of putrescine and spermidine. J Chromatogr. 1988 Jun 29;443:329-35. PubMed PMID: 3170694.
6: Beninati S, Piacentini M, Cocuzzi ET, Autuori F, Folk JE. Covalent incorporation of polyamines as gamma-glutamyl derivatives into CHO cell protein. Biochim Biophys Acta. 1988 Feb 10;952(3):325-33. PubMed PMID: 2892533.
7: Piacentini M, Beninati S. gamma-Glutamylamine derivatives in isolated rat hepatocyte proteins. Biochem J. 1988 Feb 1;249(3):813-7. PubMed PMID: 3240338; PubMed Central PMCID: PMC1148779.
8: Ambron RT, Kremzner LT. Post-translational modification of neuronal proteins: evidence for transglutaminase activity in R2, the giant cholinergic neuron of Aplysia. Proc Natl Acad Sci U S A. 1982 Jun;79(11):3442-6. PubMed PMID: 6124971; PubMed Central PMCID: PMC346436.
9: Konishi H, Nakajima T, Sano I. Metabolism of putrescine in the central nervous system. J Biochem. 1977 Feb;81(2):355-60. PubMed PMID: 849922.
10: Nakajima T, Kakimoto Y, Tsuji M, Konishi H. Occurrence and formation of gamma-glutamylputrescine in mammalian brain. J Neurochem. 1976 Jan;26(1):115-8. PubMed PMID: 1255160.
