BH3-only BCL-2 family proteins are effectors of canonical mitochondrial apoptosis. They discharge their pro-apoptotic functions through BH1-3 pro-apoptotic proteins such as BAX and BAK, while their activity is suppressed by BH1-4 anti-apoptotic BCL-2 family members.
Full Answer
What are the uses of BH3 in organic chemistry?
The most important use of BH3 is for the hydroboration of alkenes and alkynes. For the reaction of alkenes, there are two important things to keep in mind. The reaction is selective for the less substituted alcohol (regioselective).
Why is BH3 anti Markovnikov?
In addition, borane rapidly reduces aldehydes, ketones, and alkenes. Subsequently, question is, why is bh3 anti markovnikov? First step is the attack of the alkene on BH3, which then forms a four membered ring intermediate of partial bonds.
What is an example of a BH3-only protein?
An interesting example is the BH3-only-like protein, modulator of apoptosis-1 (MAP-1) that is involved in receptor-mediated apoptosis (Baksh et al., 2005). The BH3 domain of MAP-1 appeared to be hidden inside the inactive molecule through an intramolecular interaction.
How many alkenes can be added to BH3?
In the first step, borane (BH 3) adds to the double bond, transferring one of the hydrogen atoms to the carbon adjacent to the one that becomes bonded to the boron. This hydroboration is repeated two additional times, successively reacting each B–H bond so that three alkenes add to each BH 3.
Is BH3 anti-Markovnikov?
Hydroboration-Oxidation is a two step pathway used to produce alcohols. The reaction proceeds in an Anti-Markovnikov manner, where the hydrogen (from BH3 or BHR2) attaches to the more substituted carbon and the boron attaches to the least substituted carbon in the alkene bouble bond.
What kind of reagent is BH3?
BH3 (Borane) As A Reagent For Hydroboration Of Alkenes (And Alkynes) Today's reagent is a staple of Org 1 and the key representative of a genuinely useful process being used every day in laboratories worldwide.
Why does BH3 add anti-Markovnikov?
Because the left carbon has a methyl and the right carbon has two hydrogens, the hydrogen adds to the side with LESS hydrogens, rather than more, correlating with anti-Markovnikov addition. This ensures the addition of the hydroxide on the LESS substituted carbon at the end.
What does BH3 do to alkene?
Furthermore the stereochemistry is always syn (H and OH add to same side of the alkene). The boron byproduct will depend on the # of equivalents of BH3 used reative to the alkene. Here their molar ratio is 1:1. One equivalent of BH3 can hydroborate up to 3 equivalents of alkene.
Is borane a reducing agent?
Inspired by both the reducing ability and the Lewis acidity of borane, which has been used as a reducing agent (5) for CO2 and as a Lewis acid in intramolecular FLPs, (6,7) we envisioned that borane complexes could serve as both reducing agents and Lewis acids for the catalytic reductive functionalization of CO2 with ...
Is BH3 an electrophile or nucleophile?
BH3 is not a nucleophile. It is an electrophile due to the empty p-orbitals. See picture for graphical representation. A nucleophile would add its electrons into the empty p-orbital (meaning borane is a Lewis acid).
How do you know if its anti addition or Syn?
When both atoms/groups add to the same face it's considered syn addition. When they add to opposite faces it's considered anti addition. The difference between the two is determined by which atom the group added to (Mark vs Anti-Mark) or to which SIDE it adds (syn vs anti).
Is Markovnikov anti or syn?
In the 3 membered ring pathway, the regiochemistry is also “Markovnikov”, the stereochemistry is trans (anti), and the reaction proceeds through a 3 membered ring intermediate.
What is syn addition?
A syn addition is an addition reaction of an alkene or alkyne in which the net reaction is the addition of two ligands to the multiple-bonded carbon atoms from the same face of the multiple bond; an anti addition is an addition reaction in which the net reaction is the addition of two ligands from the opposite faces of ...
Is BH3 polar or nonpolar?
non-polar8. link to final polarity of molecule The resulting BH3 molecule overall is non-polar.
Is hydroboration syn or anti?
The hydroboration mechanism has the elements of both hydrogenation and electrophilic addition and it is a stereospecific (syn addition), meaning that the hydroboration takes place on the same face of the double bond, this leads cis stereochemistry.
Is hydrogenation syn or anti?
Alkene hydrogenation is the syn-addition of hydrogen to an alkene, saturating the bond.