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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2005-11-16 15:48:42 UTC

Update Date

2023-02-21 17:14:52 UTC

HMDB ID

HMDB0000473

Secondary Accession Numbers

HMDB00473

Metabolite Identification

Common Name

6-Dimethylaminopurine

Description

6-Dimethylaminopurine, also known as 6,6-dimethyladenine or 6-DMAP, belongs to the class of organic compounds known as 6-alkylaminopurines. 6-alkylaminopurines are compounds that contain an alkylamine group attached at the 6-position of a purine. Purine is a bicyclic aromatic compound made up of a pyrimidine ring fused to an imidazole ring. 6-Dimethylaminopurine is a puromycin analog that was first identified in the spores of Streptomyces alboniger (PMID: 5019066 ). It has subsequently been identified in several algae species (PMID: 4206669 ). 6-DMAP is widely used in the lab as a cell cycle inhibitor and a cyclin dependent kinase inhibitor. It also induces cell apoptosis. 6-DMAP is widely used for oocyte activation in eukaryotic cloning experiments (PMID: 29467049 ).

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

HEADER    PROTEIN                                 27-MAY-19   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 6-Dimethylaminopurine.mol                         
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-MAY-19         0                                  
HETATM    1  N   UNK     0       1.613   0.091   0.000  0.00  0.00           N+0
HETATM    2  C   UNK     0       2.519  -1.155   0.000  0.00  0.00           C+0
HETATM    3  N   UNK     0       1.613  -2.401   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0       0.149  -1.925   0.000  0.00  0.00           C+0
HETATM    5  N   UNK     0      -1.185  -2.695   0.000  0.00  0.00           N+0
HETATM    6  C   UNK     0      -2.519  -1.925   0.000  0.00  0.00           C+0
HETATM    7  N   UNK     0      -2.519  -0.385   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0      -1.185   0.385   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.149  -0.385   0.000  0.00  0.00           C+0
HETATM   10  N   UNK     0      -1.185   1.925   0.000  0.00  0.00           N+0
HETATM   11  C   UNK     0      -2.519   2.695   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.149   2.695   0.000  0.00  0.00           C+0
CONECT    1    2    9                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5    9                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8    1    4                                                  
CONECT   10   11   12    8                                                  
CONECT   11   10                                                            
CONECT   12   10                                                            
MASTER        0    0    0    0    0    0    0    0   12    0   26    0
END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
6-(Dimethylamino)purine	ChEBI
6-Dimethyladenine	ChEBI
N,N-Dimethyl-1H-purin-6-amine	ChEBI
N,N-Dimethyl-6-aminopurine	ChEBI
N,N-Dimethyladenine	ChEBI
N(6)-Dimethyladenine	ChEBI
6,6-Dimethyladenine	HMDB
6-(Dimethylamino)-purine	HMDB
6-Dimethylamine purine	HMDB
Dimethyladenine	HMDB
DMAP	HMDB
N,N-Dimethyl-adenine	HMDB
N6,N6-Dimethyl-adenine	HMDB
N6,N6-Dimethyladenine	HMDB
6-DMAP	HMDB
Dimethylaminopurine	HMDB
N(6),N(6)-Dimethyladenine	HMDB
6-Dimethylaminopurine	ChEBI

Chemical Formula

C₇H₉N₅

Average Molecular Weight

163.1799

Monoisotopic Molecular Weight

163.085795313

IUPAC Name

N,N-dimethyl-7H-purin-6-amine

Traditional Name

6-(dimethylamino)-purine

CAS Registry Number

938-55-6

SMILES

CN(C)C1=NC=NC2=C1NC=N2

InChI Identifier

InChI=1S/C7H9N5/c1-12(2)7-5-6(9-3-8-5)10-4-11-7/h3-4H,1-2H3,(H,8,9,10,11)

InChI Key

BVIAOQMSVZHOJM-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 6-alkylaminopurines. 6-Alkylaminopurines are compounds that contain an alkylamine group attached at the 6-position of a purine. Purine is a bicyclic aromatic compound made up of a pyrimidine ring fused to an imidazole ring.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Imidazopyrimidines

Sub Class

Purines and purine derivatives

Direct Parent

6-alkylaminopurines

Alternative Parents

Substituents

6-alkylaminopurine
Dialkylarylamine
Aminopyrimidine
Imidolactam
Pyrimidine
Heteroaromatic compound
Imidazole
Azole
Azacycle
Organic nitrogen compound
Organopnictogen compound
Hydrocarbon derivative
Organonitrogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

tertiary amine (CHEBI:60281 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (HMDB: HMDB0000473)

Cellular substructure

Cytoplasm (HMDB: HMDB0000473)

Source

Endogenous

Endogenous (HMDB: HMDB0000473)

Pheasant (FooDB: FOOD00430)
Squab (FooDB: FOOD00481)
Turkey (FooDB: FOOD00494)
Quail (FooDB: FOOD00541)
Anatidae (FooDB: FOOD00576)
Rock ptarmigan (FooDB: FOOD00597)
Columbidae (Dove, Pigeon) (FooDB: FOOD00610)
Chicken (FooDB: FOOD00329)
Mallard duck (FooDB: FOOD00353)
Emu (FooDB: FOOD00360)
Greylag goose (FooDB: FOOD00368)
Guinea hen (FooDB: FOOD00373)
Ostrich (FooDB: FOOD00422)
Velvet duck (FooDB: FOOD00427)

Lagomorph

Ovis

Sheep (Mutton, Lamb) (FooDB: FOOD00473)

Bovine

Venison

Deer (FooDB: FOOD00524)
Mule deer (FooDB: FOOD00348)
Elk (FooDB: FOOD00359)

Caprae

Domestic goat (FooDB: FOOD00529)

Swine

Domestic pig (FooDB: FOOD00536)
Wild boar (FooDB: FOOD00307)

Equine

Horse (FooDB: FOOD00378)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	3.07 g/L	ALOGPS
logP	0.53	ALOGPS
logP	0.36	ChemAxon
logS	-1.7	ALOGPS
pKa (Strongest Acidic)	10.19	ChemAxon
pKa (Strongest Basic)	3.35	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	57.7 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	47.95 m³·mol⁻¹	ChemAxon
Polarizability	16.32 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	133.993	31661259
DarkChem	[M-H]-	131.624	31661259
AllCCS	[M+H]+	135.483	32859911
AllCCS	[M-H]-	133.468	32859911
DeepCCS	[M+H]+	132.553	30932474
DeepCCS	[M-H]-	130.061	30932474
DeepCCS	[M-2H]-	166.456	30932474
DeepCCS	[M+Na]+	141.448	30932474
AllCCS	[M+H]+	135.5	32859911
AllCCS	[M+H-H2O]+	131.0	32859911
AllCCS	[M+NH4]+	139.6	32859911
AllCCS	[M+Na]+	140.8	32859911
AllCCS	[M-H]-	133.5	32859911
AllCCS	[M+Na-2H]-	134.3	32859911
AllCCS	[M+HCOO]-	135.3	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	2.0 minutes	32390414
Predicted by Siyang on May 30, 2022	8.9724 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.45 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	37.7 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	952.6 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	280.0 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	97.9 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	183.9 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	64.0 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	297.3 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	294.0 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	222.2 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	642.5 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	134.6 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	676.7 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	187.2 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	201.3 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	474.2 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	229.6 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	81.6 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
6-Dimethylaminopurine	CN(C)C1=NC=NC2=C1NC=N2	2061.4	Standard polar	33892256
6-Dimethylaminopurine	CN(C)C1=NC=NC2=C1NC=N2	1819.8	Standard non polar	33892256
6-Dimethylaminopurine	CN(C)C1=NC=NC2=C1NC=N2	1933.6	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
6-Dimethylaminopurine,1TMS,isomer #1	CN(C)C1=NC=NC2=C1N([Si](C)(C)C)C=N2	1813.1	Semi standard non polar	33892256
6-Dimethylaminopurine,1TMS,isomer #1	CN(C)C1=NC=NC2=C1N([Si](C)(C)C)C=N2	1735.4	Standard non polar	33892256
6-Dimethylaminopurine,1TMS,isomer #1	CN(C)C1=NC=NC2=C1N([Si](C)(C)C)C=N2	2588.0	Standard polar	33892256
6-Dimethylaminopurine,1TBDMS,isomer #1	CN(C)C1=NC=NC2=C1N([Si](C)(C)C(C)(C)C)C=N2	2018.3	Semi standard non polar	33892256
6-Dimethylaminopurine,1TBDMS,isomer #1	CN(C)C1=NC=NC2=C1N([Si](C)(C)C(C)(C)C)C=N2	1914.0	Standard non polar	33892256
6-Dimethylaminopurine,1TBDMS,isomer #1	CN(C)C1=NC=NC2=C1N([Si](C)(C)C(C)(C)C)C=N2	2657.3	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 6-Dimethylaminopurine GC-MS (Non-derivatized) - 70eV, Positive	splash10-01pc-3900000000-b36f8c9c927f8edaa026	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 6-Dimethylaminopurine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 6-Dimethylaminopurine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - 6-Dimethylaminopurine Quattro_QQQ 10V, Positive-QTOF (Annotated)	splash10-0300-2900000000-3190d18e3cc2e66cc97d	2012-07-24	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 6-Dimethylaminopurine Quattro_QQQ 25V, Positive-QTOF (Annotated)	splash10-03di-0900000000-aab2d716306424dc0765	2012-07-24	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 6-Dimethylaminopurine Quattro_QQQ 40V, Positive-QTOF (Annotated)	splash10-014l-9500000000-91620b9504a7308b12e6	2012-07-24	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Dimethylaminopurine 10V, Positive-QTOF	splash10-03di-0900000000-93fb9b2f222378a415d7	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Dimethylaminopurine 20V, Positive-QTOF	splash10-03di-0900000000-c6797046cc77d63cba06	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Dimethylaminopurine 40V, Positive-QTOF	splash10-014i-0900000000-55b592d8f334e4afae80	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Dimethylaminopurine 10V, Negative-QTOF	splash10-03di-0900000000-266255a5066deb62d134	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Dimethylaminopurine 20V, Negative-QTOF	splash10-03di-0900000000-716bd3f65c301c7559b1	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Dimethylaminopurine 40V, Negative-QTOF	splash10-014i-1900000000-e5e0a5fa678fabe408c6	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Dimethylaminopurine 10V, Negative-QTOF	splash10-03di-0900000000-b97707ac300bd819a7b9	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Dimethylaminopurine 20V, Negative-QTOF	splash10-03di-0900000000-6839a2c33d8f3a09762d	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Dimethylaminopurine 40V, Negative-QTOF	splash10-014j-2900000000-9a0db3b19e645c745622	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Dimethylaminopurine 10V, Positive-QTOF	splash10-03di-0900000000-9cc41a9352cce06edd8d	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Dimethylaminopurine 20V, Positive-QTOF	splash10-03di-0900000000-9cc41a9352cce06edd8d	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Dimethylaminopurine 40V, Positive-QTOF	splash10-0gbc-9100000000-958df0634af1082fff3f	2021-09-23	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Experimental 1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, experimental)	2012-12-04	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Experimental 2D NMR	[¹H, ¹³C]-HSQC NMR Spectrum (2D, 600 MHz, H₂O, experimental)	2012-12-05	Wishart Lab	View Spectrum

IR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M-H]-)	2023-02-03	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)	2023-02-03	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)	2023-02-03	FELIX lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Expected but not Quantified	Not Quantified	Not Available	Not Available	Normal	Not Available	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB022062

KNApSAcK ID

C00032053

Chemspider ID

3022

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

5460

PubChem Compound

3134

PDB ID

Not Available

ChEBI ID

60281

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Baker, B. R.; Joseph, Joseph P.; Schaub, Robert E. Puromycin. Synthetic studies. I. Synthesis of 6-dimethylaminopurine, a hydrolytic fragment. Journal of Organic Chemistry (1954), 19 631-7.

Material Safety Data Sheet (MSDS)

Download (PDF)

General References

Rime H, Neant I, Guerrier P, Ozon R: 6-Dimethylaminopurine (6-DMAP), a reversible inhibitor of the transition to metaphase during the first meiotic cell division of the mouse oocyte. Dev Biol. 1989 May;133(1):169-79. [PubMed:2540051 ]
Anderiesz C, Fong CY, Bongso A, Trounson AO: Regulation of human and mouse oocyte maturation in vitro with 6-dimethylaminopurine. Hum Reprod. 2000 Feb;15(2):379-88. [PubMed:10655310 ]
Sarngadharan MG, Pogell BM, Kariya M: Occurrence of new metabolites containing N 6 ,N 6 -dimethyladenine in spores of Streptomyces alboniger. Biochim Biophys Acta. 1972 Apr 12;262(4):405-9. doi: 10.1016/0005-2787(72)90483-2. [PubMed:5019066 ]
Pakhomova MV: [N6-dimethylaminopurine in DNA of algae species]. Dokl Akad Nauk SSSR. 1974 Feb 11;214(5):1202-5. [PubMed:4206669 ]
Kochan J, Nowak A, Nizanski W, Prochowska S, Migdal A, Mlodawska W, Partyka A, Witkowski M: Developmental competence of cat (Felis domesticus) oocytes and embryos after parthenogenetic stimulation using different methods. Zygote. 2018 Feb 22:1-8. doi: 10.1017/S0967199418000011. [PubMed:29467049 ]

Showing metabocard for 6-Dimethylaminopurine (HMDB0000473)

MOL for HMDB0000473 (6-Dimethylaminopurine)

3D MOL for HMDB0000473 (6-Dimethylaminopurine)

3D SDF for HMDB0000473 (6-Dimethylaminopurine)

3D-SDF for HMDB0000473 (6-Dimethylaminopurine)

PDB for HMDB0000473 (6-Dimethylaminopurine)

3D PDB for HMDB0000473 (6-Dimethylaminopurine)

SMILES for HMDB0000473 (6-Dimethylaminopurine)

INCHI for HMDB0000473 (6-Dimethylaminopurine)

Structure for HMDB0000473 (6-Dimethylaminopurine)

3D Structure for HMDB0000473 (6-Dimethylaminopurine)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

IR Spectra