1H-Pyrrole-2-carboxamide,N-[5-[[(3-amino-3-iminopropyl)amino]carbonyl]-1-methyl-1H-pyrrol-3-yl]-4-[[[4-(formylamino)-1-methyl-1H-pyrrol-2-yl]carbonyl]amino]-1-methyl-

Modify Date: 2024-01-04 18:37:21

1H-Pyrrole-2-carboxamide,N-[5-[[(3-amino-3-iminopropyl)amino]carbonyl]-1-methyl-1H-pyrrol-3-yl]-4-[[[4-(formylamino)-1-methyl-1H-pyrrol-2-yl]carbonyl]amino]-1-methyl- Structure
1H-Pyrrole-2-carboxamide,N-[5-[[(3-amino-3-iminopropyl)amino]carbonyl]-1-methyl-1H-pyrrol-3-yl]-4-[[[4-(formylamino)-1-methyl-1H-pyrrol-2-yl]carbonyl]amino]-1-methyl- structure
Common Name 1H-Pyrrole-2-carboxamide,N-[5-[[(3-amino-3-iminopropyl)amino]carbonyl]-1-methyl-1H-pyrrol-3-yl]-4-[[[4-(formylamino)-1-methyl-1H-pyrrol-2-yl]carbonyl]amino]-1-methyl-
CAS Number 636-47-5 Molecular Weight 481.50800
Density 1.45g/cm3 Boiling Point N/A
Molecular Formula C22H27N9O4 Melting Point N/A
MSDS N/A Flash Point N/A

 Use of 1H-Pyrrole-2-carboxamide,N-[5-[[(3-amino-3-iminopropyl)amino]carbonyl]-1-methyl-1H-pyrrol-3-yl]-4-[[[4-(formylamino)-1-methyl-1H-pyrrol-2-yl]carbonyl]amino]-1-methyl-


Distamycin A (NSC-82150), an oligopeptide antibiotic, is a minor groove binder which binds to B-form DNA, preferentially at A/T rich sites.Distamycin A can change Enediyne-induced DNA cleavage sites and enhances apoptosis[1][2][3].

 Names

Name distamycin a
Synonym More Synonyms

  Biological Activity

Description Distamycin A (NSC-82150), an oligopeptide antibiotic, is a minor groove binder which binds to B-form DNA, preferentially at A/T rich sites.Distamycin A can change Enediyne-induced DNA cleavage sites and enhances apoptosis[1][2][3].
Related Catalog
In Vitro Distamycin A 与 DNA 结合,通过伸直螺旋轴并将其延长近 12-15% 来加宽小沟[2]。 Distamycin A 增强 5'-CCT-3'/3'-GGA-5' 和 5'-CCA-3'/3'-GGT-5' 序列的双链 DNA 切割[3]< /sup>. Distamycin A 在 HL-60 细胞中增强 C1027 诱导的 DNA 阶梯形成和细胞毒性[3]。
References

[1]. ARCAMONE F, et, al. STRUCTURE AND SYNTHESIS OF DISTAMYCIN A. Nature. 1964 Sep 5;203:1064-5.  

[2]. Hiraku Y, et, al. Distamycin A, a minor groove binder, changes enediyne-induced DNA cleavage sites and enhances apoptosis. Nucleic Acids Res Suppl. 2002;(2):95-6.  

[3]. Majumder P, et, al. Effect of DNA groove binder distamycin A upon chromatin structure. PLoS One. 2011;6(10):e26486.  

 Chemical & Physical Properties

Density 1.45g/cm3
Molecular Formula C22H27N9O4
Molecular Weight 481.50800
Exact Mass 481.21900
PSA 181.06000
LogP 2.87670
Index of Refraction 1.69

 Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
WZ7108000
CAS REGISTRY NUMBER :
636-47-5
LAST UPDATED :
199612
DATA ITEMS CITED :
7
MOLECULAR FORMULA :
C22-H27-N9-O4
MOLECULAR WEIGHT :
481.58
WISWESSER LINE NOTATION :
T5NJ A1 BVM2YZUM DMV- BT5NJ A1 DMV- BT5NJ A1 DMVH

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
500 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
75 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Bird - wild bird species
DOSE/DURATION :
72 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value

MUTATION DATA

TYPE OF TEST :
DNA damage
TEST SYSTEM :
Mammal - species unspecified Lymphocyte
DOSE/DURATION :
500 umol/L
REFERENCE :
MLBRBU Molecular Biology Reports. (Dr. W. Junk Pub., POB 163, 3300 AD Dordrect, Netherlands) V.1- 1973- Volume(issue)/page/year: 2,135,1975

 Synthetic Route

 Synonyms

stallimycin
Distamycin-3
Distamycin