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D-(+)-Neopterin
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WARNING: This product is for research use only, not for human or veterinary use.

Hodoodo CAT#: H540315

CAS#: 2009-64-5

Description: D-(+)-Neopterin is an endogenous pteridine metabolite of GTP used as an endogenous biomarker of cellular immune response and oxidative stress.

Chemical Structure

D-(+)-Neopterin

CAS# 2009-64-5

Instruction

Theoretical Analysis

Hodoodo Cat#: H540315
Name: D-(+)-Neopterin
CAS#: 2009-64-5
Chemical Formula: C9H11N5O4
Exact Mass: 253.08
Molecular Weight: 253.210
Elemental Analysis: C, 42.69; H, 4.38; N, 27.66; O, 25.27

Price and Availability

Size	Price	Availability
25mg	USD 250	2 weeks
50mg	USD 450	2 weeks
100mg	USD 750	2 weeks
Bulk inquiry Welcome, Customer: Please do not inquire quote if your intended use is for a patient since our products are for research use and for chemical synthesis use, not for human use . For in-stock products, we listed price in the web page. You may inquire prices for which sizes were not listed. If no price is listed, this means the product is not in stock at the moment, which may be available via custom synthesis. For cost-effective reason, minimum order of 1g is requested (typically very expensive). The lead time is usually 2-4 months. Quote of less than 1g will not be provided. Hodoodo may not offer quote for below reasons: (1) current available synthetic method appears to be extremely expensive which is obviously not affordable to most customers; (2) Key raw material to make the product is temporally not available; (3) DEA controlled substances; (4) the product is under patent protection in customer’s country.

Synonym:

IUPAC/Chemical Name: 2-amino-6-((1R,2S)-1,2,3-trihydroxypropyl)pteridin-4(1H)-one

InChi Key: BMQYVXCPAOLZOK-UJURSFKZSA-N

InChi Code: InChI=1S/C9H11N5O4/c10-9-13-7-5(8(18)14-9)12-3(1-11-7)6(17)4(16)2-15/h1,4,6,15-17H,2H2,(H3,10,11,13,14,18)/t4-,6+/m0/s1

SMILES Code: O=C1N=C(N)NC2=NC=C([C@@H](O)[C@@H](O)CO)N=C12

Appearance: Solid powder

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: >2 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: 2934.99.9001

More Info:

Instruction:

View handling instruction

Biological target:
In vitro activity:
In vivo activity:

Preparing Stock Solutions

The following data is based on the product molecular weight 253.21 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

Formulation protocol:
In vitro protocol:
In vivo protocol:

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1: Mashhadi Z, Xu H, White RH. An Fe2+-dependent cyclic phosphodiesterase catalyzes the hydrolysis of 7,8-dihydro-D-neopterin 2',3'-cyclic phosphate in methanopterin biosynthesis. Biochemistry. 2009 Oct 13;48(40):9384-92. doi: 10.1021/bi9010336. PubMed PMID: 19746965.

2: Bedanova I, Voslarova E, Zelinska G, Blahova J, Marsalek P, Chloupek J. Neopterin and biopterin as biomarkers of immune system activity associated with crating in broiler chickens. Poult Sci. 2014 Oct;93(10):2432-8. doi: 10.3382/ps.2014-04043. Epub 2014 Aug 14. PubMed PMID: 25125562.

3: Drenth JP, Powell RJ, Brown NS, Van der Meer JW. Interferon-gamma and urine neopterin in attacks of the hyperimmunoglobulinaemia D and periodic fever syndrome. Eur J Clin Invest. 1995 Sep;25(9):683-6. PubMed PMID: 7498243.

4: Ghisoni K, Latini A. Kuehne LK, Reiber H, Bechter K, Hagberg L, Fuchs D., Cerebrospinal fluid neopterin is brain-derived and not associated with blood-CSF barrier dysfunction in non-inflammatory affective and schizophrenic spectrum disorders. Journal of Psychiatric Research, Volume 47, Issue 10, October 2013, pages 1417-1422. J Psychiatr Res. 2015 Apr;63:141-2. doi: 10.1016/j.jpsychires.2015.02.002. Epub 2015 Feb 25. PubMed PMID: 25749244.

5: Plata-Nazar K, Luczak G, Liberek A, Dudzinska-Gehrmann J, Sznurkowska K, Landowski P, Kaminska B. Evaluation of clinical usefulness of serum neopterin determination in children with bacterial infections. Acta Biochim Pol. 2015;62(1):133-7. Epub 2015 Feb 6. PubMed PMID: 25654362.

6: Hol JW, Stolker RJ, Klimek M, Stronks DL, Fekkes D. The tryptophan kynurenine pathway, neopterin and IL-6 during vulvectomy and abdominal hysterectomy. J Biomed Sci. 2014 Dec 20;21:102. doi: 10.1186/s12929-014-0102-2. PubMed PMID: 25526661; PubMed Central PMCID: PMC4300209.

7: Husain N, Tokoro K, Popov JM, Naides SJ, Kwasny MJ, Buchman AL. Neopterin concentration as an index of disease activity in Crohn's disease and ulcerative colitis. J Clin Gastroenterol. 2013 Mar;47(3):246-51. doi: 10.1097/MCG.0b013e3182582cdb. PubMed PMID: 23269308.

8: Capuron L, Geisler S, Kurz K, Leblhuber F, Sperner-Unterweger B, Fuchs D. Activated immune system and inflammation in healthy ageing: relevance for tryptophan and neopterin metabolism. Curr Pharm Des. 2014;20(38):6048-57. Review. PubMed PMID: 24641220.

9: Viaccoz A, Ducray F, Tholance Y, Barcelos GK, Thomas-Maisonneuve L, Ghesquières H, Meyronet D, Quadrio I, Cartalat-Carel S, Louis-Tisserand G, Jouanneau E, Guyotat J, Honnorat J, Perret-Liaudet A. CSF neopterin level as a diagnostic marker in primary central nervous system lymphoma. Neuro Oncol. 2015 Nov;17(11):1497-503. doi: 10.1093/neuonc/nov092. Epub 2015 May 25. PubMed PMID: 26014047; PubMed Central PMCID: PMC4648303.

10: Drugan C, Drugan TC, Miron N, Grigorescu-Sido P, Naşcu I, Cătană C. Evaluation of neopterin as a biomarker for the monitoring of Gaucher disease patients. Hematology. 2016 Jul;21(6):379-86. doi: 10.1080/10245332.2016.1144336. Epub 2016 Feb 24. PubMed PMID: 26903266.

11: Tiberti N, Hainard A, Lejon V, Courtioux B, Matovu E, Enyaru JC, Robin X, Turck N, Kristensson K, Ngoyi DM, Vatunga GM, Krishna S, Büscher P, Bisser S, Ndung'u JM, Sanchez JC. Cerebrospinal fluid neopterin as marker of the meningo-encephalitic stage of Trypanosoma brucei gambiense sleeping sickness. PLoS One. 2012;7(7):e40909. doi: 10.1371/journal.pone.0040909. Epub 2012 Jul 18. PubMed PMID: 22815865; PubMed Central PMCID: PMC3399808.

12: Guibal P, Lévêque N, Doummar D, Giraud N, Roze E, Rodriguez D, Couderc R, Billette De Villemeur T, Moussa F. Simultaneous determination of all forms of biopterin and neopterin in cerebrospinal fluid. ACS Chem Neurosci. 2014 Jul 16;5(7):533-41. doi: 10.1021/cn4001928. Epub 2014 Apr 8. PubMed PMID: 24650440; PubMed Central PMCID: PMC4102970.

13: Jarvis JN, Bicanic T, Loyse A, Meintjes G, Hogan L, Roberts CH, Shoham S, Perfect JR, Govender NP, Harrison TS. Very low levels of 25-hydroxyvitamin D are not associated with immunologic changes or clinical outcome in South African patients with HIV-associated cryptococcal meningitis. Clin Infect Dis. 2014 Aug 15;59(4):493-500. doi: 10.1093/cid/ciu349. Epub 2014 May 13. PubMed PMID: 24825871; PubMed Central PMCID: PMC4111915.

14: Icho T, Kojima S, Hayashi M, Kajiwara Y, Kitabatake K, Kubota K. Suppression of ischemia-reperfusion injury in murine models by neopterins. Toxicol Appl Pharmacol. 1995 Jan;130(1):27-31. PubMed PMID: 7839367.

15: Wang HL, Chen YD, Wang Y, Zhang Y, Wang XC, Liu ZX, Jing GL, Tong HF, Tian Y, Shi K, Liu QZ. [Circadian blood pressure variability and plasma neopterin level before and after surgery for obstructive sleep apnea syndrome]. Zhonghua Xin Xue Guan Bing Za Zhi. 2011 Feb;39(2):132-6. Chinese. PubMed PMID: 21426747.

16: Schircks B, Bieri JH, Viscontini M. [Preparation and characterisation of pure 5,6,7,8-tetrahydro-L-neopterine and 5,6,7,8-tetrahydro-D-monapterine (author's transl)]. Helv Chim Acta. 1976 Jan 28;59(1):248-52. German. PubMed PMID: 1248945.

17: Yadav AK, Sharma V, Jha V. Association between serum neopterin and inflammatory activation in chronic kidney disease. Mediators Inflamm. 2012;2012:476979. doi: 10.1155/2012/476979. Epub 2012 Aug 26. PubMed PMID: 22969169; PubMed Central PMCID: PMC3433148.

18: Lacoma A, Prat C, Andreo F, Lores L, Ruiz-Manzano J, Ausina V, Domínguez J. Value of procalcitonin, C-reactive protein, and neopterin in exacerbations of chronic obstructive pulmonary disease. Int J Chron Obstruct Pulmon Dis. 2011;6:157-69. doi: 10.2147/COPD.S16070. Epub 2011 Feb 28. PubMed PMID: 21468168; PubMed Central PMCID: PMC3064422.

19: Netam R, Yadav RK, Khadgawat R, Sarvottam K, Yadav R. Interleukin-6, vitamin D & diabetes risk-factors modified by a short-term yoga-based lifestyle intervention in overweight/obese individuals. Indian J Med Res. 2015 Jun;141(6):775-82. doi: 10.4103/0971-5916.160698. PubMed PMID: 26205020; PubMed Central PMCID: PMC4525402.

20: Rifkin RA, Maggio ET, Dike S, Kerr DA, Levy M. n-Dodecyl-β-D-maltoside inhibits aggregation of human interferon-β-1b and reduces its immunogenicity. J Neuroimmune Pharmacol. 2011 Mar;6(1):158-62. doi: 10.1007/s11481-010-9226-7. Epub 2010 Jun 8. PubMed PMID: 20532646.

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D-(+)-Neopterin featured