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Type HazMat fee for 500 gram (Estimated)
Excepted Quantity USD 0.00
Limited Quantity USD 15-60
Inaccessible (Haz class 6.1), Domestic USD 80+
Inaccessible (Haz class 6.1), International USD 150+
Accessible (Haz class 3, 4, 5 or 8), Domestic USD 100+
Accessible (Haz class 3, 4, 5 or 8), International USD 200+
Chemical Structure| 39684-80-5 Chemical Structure| 39684-80-5
Chemical Structure| 39684-80-5

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Product Citations

Product Citations

Zhou, Jujun ; Deng, Youchao ; Iyamu, Iredia D. ; Horton, John R. ; Yu, Dan ; Hajian, Taraneh , et al.

Abstract: S-Adenosyl-L-methionine (SAM) analogs are adaptable tools for studying and therapeutically inhibiting SAM-dependent methyltransferases (MTases). Some MTases play significant roles in host-pathogen interactions, one of which is Clostridioides difficile-specific DNA adenine MTase (CamA). CamA is needed for efficient sporulation and alters persistence in the colon. To discover potent and selective CamA inhibitors, we explored modifications of the solvent-exposed edge of the SAM adenosine moiety. Starting from the two parental compounds (6e and 7), we designed an adenosine analog (11a) carrying a 3-phenylpropyl moiety at the adenine N6-amino group, and a 3-(cyclohexylmethyl guanidine)-Et moiety at the sulfur atom off the ribose ring. Compound 11a (IC50 = 0.15 μM) is 10x and 5x more potent against CamA than 6e and 7, resp. The structure of the CamA-DNA-inhibitor complex revealed that 11a adopts a U-shaped conformation, with the two branches folded toward each other, and the aliphatic and aromatic rings at the two ends interacting with one another. 11a occupies the entire hydrophobic surface (apparently unique to CamA) next to the adenosine binding site. Our work presents a hybrid knowledge-based and fragment-based approach to generating CamA inhibitors that would be chem. agents to examine the mechanism(s) of action and therapeutic potentials of CamA in C. difficile infection.

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Product Details of TUN84805

CAS No. :39684-80-5
Formula : C7H14BrNO2
M.W : 224.10
SMILES Code : BrCCNC(OC(C)(C)C)=O
MDL No. :MFCD02683428
InChI Key :TZRQZPMQUXEZMC-UHFFFAOYSA-N
Pubchem ID :4103526

Safety of TUN84805

GHS Pictogram:
Signal Word:Danger
Hazard Statements:H302+H312+H332-H314
Precautionary Statements:P260-P270-P271-P264-P280-P362+P364-P303+P361+P353-P301+P330+P331-P301+P312+P330-P304+P340+P310-P305+P351+P338+P310-P405-P501
Class:8
UN#:1759
Packing Group:

Application In Synthesis of TUN84805

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Upstream synthesis route of [ 39684-80-5 ]
  • Downstream synthetic route of [ 39684-80-5 ]

[ 39684-80-5 ] Synthesis Path-Upstream   1~2

  • 1
  • [ 39684-80-5 ]
  • [ 97308-23-1 ]
References: [1] Organic Letters, 2018, vol. 20, # 2, p. 337 - 340.
  • 2
  • [ 39684-80-5 ]
  • [ 100-46-9 ]
  • [ 174799-52-1 ]
References: [1] Organic Preparations and Procedures International, 2009, vol. 41, # 4, p. 301 - 307.
 

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