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August 26, 2020

Organometallic reagents in the syntheses of natural compounds

By Brandy

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Asymmetric copper-catalyzed conjugate additions of organometallic reagents in the syntheses of natural compounds and pharmaceuticals.

Access to enantiopure complex molecular structures is crucial for the development of new drugs as well as agents used in crop-protection. In this regard, numerous asymmetric methods have been established. Copper-catalyzed 1,4-additions of organometallic reagents are robust C-C bond formation strategies applicable in a wide range of circumstances.
This review analyses the syntheses of natural products and pharmaceutical agents, which rely on the application of asymmetric Cu-catalyzed conjugate additions of various organometallic reagents. A wide range of available organometallics, e.g. dialkylzinc, trialkylaluminum, Grignard, and organozirconium, can now be used in conjugate additions to address various synthetic challenges present in targeted natural compounds. Furthermore, efficient catalysts allow high levels of stereofidelity over a diverse array of starting Michael acceptors.
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Taq DNA Polymerase
BA00103 500U
EUR 104.4
Description: High quality Taq polymerase for different PCR variations and downstream applications.

Taq DNA Polymerase
BA00104 1000U
EUR 147.6
Description: High quality Taq polymerase for different PCR variations and downstream applications.

Taq DNA Polymerase
BA00105 2500U
EUR 278.4
Description: High quality Taq polymerase for different PCR variations and downstream applications.

Taq DNA polymerase
BT10101 500U
EUR 96
Description: High quality Taq polymerase for different PCR variations and downstream applications.

Taq DNA polymerase
BT10102 1000U
EUR 130.8
Description: High quality Taq polymerase for different PCR variations and downstream applications.

Taq DNA polymerase
BT10103 2000U
EUR 200.4
Description: High quality Taq polymerase for different PCR variations and downstream applications.

Taq DNA Polymerase
E2500-01 200U
EUR 31.61
Description: Ultrapure, recombinant Taq DNA polymerase for general Use (5.0 U/ul)

Taq DNA Polymerase
E2500-02 1000U
EUR 120.99
Description: Ultrapure, recombinant Taq DNA polymerase for general Use (5.0 U/ul)

Taq DNA Polymerase
E2500-03 5000U
EUR 599.5
Description: Ultrapure, recombinant Taq DNA polymerase for general Use (5.0 U/ul)

Taq DNA Polymerase
E2500-04 500U
EUR 69.76
Description: Ultrapure, recombinant Taq DNA polymerase for general Use (5.0 U/ul)

Taq DNA Polymerase
EK2500-01 200U
EUR 40.33
Description: Taq DNA Polymerase Kit containing polymerase and dNTPs

Taq DNA Polymerase
EK2500-02 1000U
EUR 163.5
Description: Taq DNA Polymerase Kit containing polymerase and dNTPs

Taq DNA Polymerase
EK2500-03 5000U
EUR 809.87
Description: Taq DNA Polymerase Kit containing polymerase and dNTPs

Taq DNA Polymerase
EK2500-04 500U
EUR 90.47
Description: Taq DNA Polymerase Kit containing polymerase and dNTPs

Taq DNA Polymerase
EQ005-100ul500U 100μl/500U
EUR 15

Taq DNA Polymerase
EQ005-500ul2500U 500μl/2500U
EUR 50

Taq DNA Polymerase
G009 1000 U (200 ul)
EUR 20
Description: Taq DNA Polymerase is a highly thermostable DNA Polymerase that catalyzes the 5’-3’ synthesis of DNA. This polymerase has 5’-3’ exonuclease activities, lacks 3’-5’ exonuclease activity, and produces 3’-dA-tailed amplicons. PCR products made with Taq can be used with TA cloning vectors.

Taq DNA Polymerase
EQ005 100μl/500U
EUR 50

Taq DNA Polymerase
L7051001 1000 unit
EUR 167

Taq DNA Polymerase
L7051200 200 unit
EUR 43

Taq DNA Polymerase
abx299725-100g 100 µg Ask for price

Taq DNA Polymerase
abx299725-20g 20 µg
EUR 337.5

Taq DNA Polymerase
abx299725-50g 50 µg Ask for price

Taq DNA Polymerase
abx461029-1096tests 10 × 96 tests
EUR 1787.5

Taq DNA Polymerase
abx461029-596tests 5 × 96 tests
EUR 1062.5

Taq DNA Polymerase
abx461029-96tests 96 tests
EUR 362.5

Taq DNA Polymerase
MB101-0500 500 U/100 μl
EUR 10

Taq DNA Polymerase
MBS157418-1000Units 1000Units
EUR 190

Taq DNA Polymerase
MBS157418-3000Units 3000Units
EUR 245

Taq DNA Polymerase
MBS157418-500Units 500Units
EUR 175

Taq DNA Polymerase
MBS157418-5x3000Units 5x3000Units
EUR 780

Taq DNA Polymerase
MBS402024-500Units 500Units
EUR 170

Taq DNA Polymerase
MBS402024-50Units 50Units
EUR 160

Taq DNA Polymerase (3000U)
9K-001-0002 3000U
EUR 582

Taq DNA Polymerase (6000U)
9K-001-0033 6000U
EUR 1234.5

Taq DNA Polymerase (1000U)
9K-001-0035 1000U
EUR 418.62

Taq DNA Polymerase (500U)
9K-001-0001 500U
EUR 209.29

Maximo H-SPlus Taq DNA Polymerase (for Hot-Start PCR)
S400 200 units
EUR 86.4

Maximo H-SPlus Taq DNA Polymerase (for Hot-Start PCR)
S410 1000 units
EUR 231.6

Taq HS DNA Polymerase
P132-d1 500 U
EUR 47.85

Taq HS DNA Polymerase
P132-d2 1,000 U
EUR 89.18

Taq HS DNA Polymerase
P132-d3 5,000 U
EUR 406

TM Taq DNA Polymerase
TBS4010 1000 U
EUR 60

Taq HS DNA Polymerase
P132-d1-500U 500 U
EUR 49.55

Taq HS DNA Polymerase
P132-d2-1000U 1,000 U
EUR 92.34

Taq HS DNA Polymerase
P132-d3-5000U 5,000 U
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HLA Taq DNA Polymerase
E2717-01 200U
EUR 37.06
Description: HLA Taq DNA Polymerase is a specially formulated enzyme for HLA SSP typing Using commerciallyavailable kits

HLA Taq DNA Polymerase
E2717-02 1000U
EUR 146.06
Description: HLA Taq DNA Polymerase is a specially formulated enzyme for HLA SSP typing Using commerciallyavailable kits

HLA Taq DNA Polymerase
E2717-03 5000U
EUR 719.4
Description: HLA Taq DNA Polymerase is a specially formulated enzyme for HLA SSP typing Using commerciallyavailable kits

HLA Taq DNA Polymerase
E2717-04 500U
EUR 82.84
Description: HLA Taq DNA Polymerase is a specially formulated enzyme for HLA SSP typing Using commerciallyavailable kits

Taq DNA Polymerase Mix
abx461043-1096tests 10 × 96 tests Ask for price

Taq DNA Polymerase Mix
abx461043-596tests 5 × 96 tests
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Taq DNA Polymerase Mix
abx461043-96tests 96 tests
EUR 337.5

Long Taq DNA Polymerase
MBS355971-3000Units 3000Units
EUR 445

Long Taq DNA Polymerase
MBS355971-500Units 500Units
EUR 235

Long Taq DNA Polymerase
MBS355971-5x3000Units 5x3000Units
EUR 1700

Taq DNA polymerase (+dNTPs)
02-001 200U
EUR 183.6
Description: The Taq DNA polymerase (+dNTPs) is available in Europe and for worldwide shipping via Gentaur.

Taq DNA polymerase (+dNTPs)
02-001-5 5×200U
EUR 308.4
Description: The Taq DNA polymerase (+dNTPs) is available in Europe and for worldwide shipping via Gentaur.

Taq DNA polymerase (-dNTPs)
02-011 200U
EUR 168
Description: The Taq DNA polymerase (-dNTPs) is available in Europe and for worldwide shipping via Gentaur.

Taq DNA polymerase (-dNTPs)
02-011-5 5×200U
EUR 261.6
Description: The Taq DNA polymerase (-dNTPs) is available in Europe and for worldwide shipping via Gentaur.

Color Taq DNA Polymerase
E2510-01 200U
EUR 31.61
Description: The enzyme is supplemented with two inert gel tracking dyes (red and yellow),allowing direct loading of PCR products to agarose gels (1.0 U/μl)

Color Taq DNA Polymerase
E2510-02 1000U
EUR 120.99
Description: The enzyme is supplemented with two inert gel tracking dyes (red and yellow),allowing direct loading of PCR products to agarose gels (1.0 U/μl)

Color Taq DNA Polymerase
E2510-03 5000U
EUR 599.5
Description: The enzyme is supplemented with two inert gel tracking dyes (red and yellow),allowing direct loading of PCR products to agarose gels (1.0 U/μl)

Color Taq DNA Polymerase
E2510-04 500U
EUR 69.76
Description: The enzyme is supplemented with two inert gel tracking dyes (red and yellow),allowing direct loading of PCR products to agarose gels (1.0 U/μl)

Color Taq DNA Polymerase
EK2510-01 200U
EUR 40.33
Description: Color Taq DNA Polymerase Kit containing polymerase and dNTPs

Color Taq DNA Polymerase
EK2510-02 1000U
EUR 163.5
Description: Color Taq DNA Polymerase Kit containing polymerase and dNTPs

Color Taq DNA Polymerase
EK2510-03 5000U
EUR 809.87
Description: Color Taq DNA Polymerase Kit containing polymerase and dNTPs

Color Taq DNA Polymerase
EK2510-04 500U
EUR 90.47
Description: Color Taq DNA Polymerase Kit containing polymerase and dNTPs

Native Taq DNA Polymerase
E2504-01 200U
EUR 37.06
Description: Native Taq DNA polymerase for general Use (5.0 U/μl)

Native Taq DNA Polymerase
E2504-02 1000U
EUR 146.06
Description: Native Taq DNA polymerase for general Use (5.0 U/μl)

Native Taq DNA Polymerase
E2504-03 5000U
EUR 719.4
Description: Native Taq DNA polymerase for general Use (5.0 U/μl)

Native Taq DNA Polymerase
E2504-04 500U
EUR 82.84
Description: Native Taq DNA polymerase for general Use (5.0 U/μl)

Native Taq DNA Polymerase
EK2504-01 200U
EUR 45.78
Description: Native Taq DNA Polymerase Kit containing polymerase and dNTPs

Native Taq DNA Polymerase
EK2504-02 1000U
EUR 188.57
Description: Native Taq DNA Polymerase Kit containing polymerase and dNTPs

Native Taq DNA Polymerase
EK2504-03 5000U
EUR 929.77
Description: Native Taq DNA Polymerase Kit containing polymerase and dNTPs

Native Taq DNA Polymerase
EK2504-04 500U
EUR 103.55
Description: Native Taq DNA Polymerase Kit containing polymerase and dNTPs

Maximo Taq DNA Polymerase
S101 500 units
EUR 55.2

Maximo Taq DNA Polymerase
S102 5x500 units
EUR 128.4

Maximo Taq DNA Polymerase
S103 20x500 units
EUR 393.6

Evaluation of a new thromboplastin reagent STA-NeoPTimal on a STA R Max analyzer for the measurement of prothrombin time, international normalized ratio and extrinsic factor levels

Introduction: We aimed at evaluating the performance of a new prothrombin time (PT) reagent (STA-NeoPTimal) with two other PT reagents (STA-Neoplastine R and STA-Neoplastine CI Plus) and the reference PT reagent used in our laboratory (ReadiPlasTin).
Methods: Evaluation consisted in intra- and interassay precision assessment, determination of sensitivity to unfractionated heparin (UFH) or enoxaparin in spiked samples and to direct oral anticoagulants (DOACs) in patients (n = 43). Method comparison of the 4 PT reagents, factor II, V, VII and X assays was tested on normal (n = 20) and abnormal samples: VKA (n = 47), preoperative (n = 23), liver failure (n = 12) and burned patients (n = 37).
Results: Analytical performance met manufacturers’ criteria for all reagents. All PT reagents gave correlation coefficients >0.8 and even >0.9 in many situations.
In some VKA samples, differences ≥ 0.5 INR units were found in samples within and above therapeutic ranges. For burned patients, PT correlations were good but with some minimal bias (<5.0%) while factor assays gave very consistent results (R > .8 and mainly >0.9). As expected, poor responsiveness of the PT to DOAC concentrations was observed with all four assays.
Conclusion: The STA-NeoPTimal showed comparable performance to ReadiPlasTin, making it suitable for VKA control, detection of factors II, V, VII, X deficiency and assessment of liver disease coagulopathy.
However, for patients receiving VKA, some significant differences were observed. We confirmed the inability of the PT assay to detect residual DOAC concentrations. Finally, burned patients results showed that recombinant thromboplastins were less sensitive to factor deficiencies in comparison to extraction thromboplastins.

An Experimental and Theoretical Study on the “2,2′ Bipiridyl Ni Catalyzed” Hirao Reaction of >P(O)H Reagents and Halobenzenes; A Ni(0)→Ni(II) or a Ni(II)→Ni(IV) mechanism?

The P-C couplings between >P(O)H reagents and halogenoarenes may take place either by Pd- or Ni-catalysis. However, the latter version has been less studied. It was found by us that the reaction of Ph2P(O)H or PhEtOP(O)H with PhX (X = I and Br) in the presence of NiCl2/Zn as the precursors for the assumed Ni(0) complexant together with 2,2′-bipyridine as the ligand took place only with PhI at 50/70 °C. M06-2X/6-31G(d,p)//PCM(MeCN) calculations for the P-C coupling of Ph2P(O)H and PhX revealed a favorable energetics only for the loss of iodide following the oxidative addition of PhI on the Ni(0) atom.
  • However, the assumed transition states with Ni(II) formed after P-ligand uptake and deprotonation could not undergo reductive elimination meaning a “dead-end street” in the mechanism expected. Hence, it was assumed that the initial complexation of the remaining Ni2+ ions with 2,2′-bipyridine may move the P-C coupling forward via a Ni(II)→Ni(IV) transition.
  • This route was also evaluated by calculations, and the mechanism explored was justified by preparative experiments carried out using NiCl2 and bipyridine, but in the absence of Zn. There was no need for Zn, when bipyridine was applied as the N-ligand, moreover PhBr could also be a suitable starting material at higher temperatures.
  • Hence, the generally accepted Ni(0)→Ni(II) route was refuted by us, confirming, surprisingly, the generality of the Ni(II)→N(IV) protocol, either in the presence of bipyridine, or using the excess of the >P(O)H ⇌ >P-OH reagent as the P-ligand.
  • The results of the calculations on the complex forming ability of Ni(0) and Ni(II) with 2,2′-bipyridine or the tautomeric >P-OH form of the P-reagents were in accord with our mechanistic proposition. Our study also means the clarification of the contradicting and sometimes uncertain literature data published in the last decade.

dNTP Mix
K6011105-200 200 ul (10 mM each)
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K6011105-400 400 ul (10 mM each)
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MBS8580063-025mL 0.25mL
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MBS8580063-5x025mL 5x0.25mL
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MBS8580064-05mL 0.5mL
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MBS8580064-5x05mL 5x0.5mL
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40053-1 EA
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A2446-05ML 0.5ML
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dNTP Mix dUTP - Solution
NU-1020L 5x 1ml
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NU-1020S 1ml
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dNTP Mix, 100mM Final Conc.
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dNTP Mix (10 mM each)
P031-01 1 ml
EUR 24.8

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P031-02 5 ml
EUR 108.5

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P032-01 1 ml
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P032-02 5 ml
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P031-01-1ml 1 ml
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P031-02-51ml 5 × 1 ml
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AB-0196 each
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Apex dNTP Mix, 2 x 100µmol
42-405 2 x 1ml/Unit
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dNTP Mix - 10 mM Solution
NU-1006-10ML 10ml
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NU-1006L 5x 1ml
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ReadiUseâ„¢ dNTP Mix *10 mM*
17200 5 mL
EUR 325
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ReadiUseâ„¢ dNTP Mix *10 mM*
17200-5mL 5 mL
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dNTP Mix, 10mM each, 5x1mL
40054-1 PK
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dNTP Mix, 40mM Final Conc.
BIO-39043 20µmol, (1 x 500µl) Ask for price

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BIO-39044 10µmol, (1ml vol.) Ask for price

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Description: 2.5mM each, 10mM Total

Apex dNTP Mix, 5 x 20µmol
42-407 5 x 500µl/Unit
EUR 877.07
Description: 10mM each, 40mM Total

Apex dNTP Mix, 1 x 20µmol
42-411 1 x 500µl/Unit
EUR 129.2
Description: 10mM each, 40mM Total

dNTP Mix Ultrapure (2.5mM each)
70596-1 5 x1 ml
EUR 72.87
Description: Part E

dNTP Mix Ultrapure (2.5mM each)
70596 1 ml
EUR 20.44
Description: Part E

dNTP Mix Ultrapure (25mM each)
14464 1 ml
EUR 32.07
Description: Part E

dNTP Mix Ultrapure (25mM each)
14464-1 5 x1 ml
EUR 126.32
Description: Part E

dNTP Mix Ultrapure (10mM each)
18821 1 ml
EUR 27.28
Description: Part E

dNTP Mix Ultrapure (10mM each)
18821-1 5 x1 ml
EUR 82.62
Description: Part E

dNTP mix - 2 x 0.5 ml
IN845-AS-9000100 each
EUR 69.22

dNTP/dUTP Mix - 1 mL
THR0251 each
EUR 29.98

dNTP Deoxynucleotide Solution Mix
IDNTPDSM1ML each
EUR 70
Description: dNTP Deoxynucleotide Solution Mix

dNTP Deoxynucleotide Solution Mix
MBS136034-1mL 1mL
EUR 210

dNTP Deoxynucleotide Solution Mix
MBS136034-5x1mL 5x1mL
EUR 720

2mM dNTP Mix, 5 x 1ml
NP2412 each Ask for price

TM dNTP Mix, 10 mM/each
TBS4020 0.5 ml
EUR 38

dNTP Mix (10 mM each) 1ml
9K-003-0006 1ml
EUR 174.84

25mM dNTP Mix, 5 x 0.25ml
NP2414 each Ask for price

dNTP Mix (10 mM each) 5x1ml
9K-003-0013 5x1mL
EUR 615.06

Taq DNA Polymerase with dNTP Mix (6000U)
9K-001-0018 6000U
EUR 1536.74

Taq DNA Polymerase with dNTP Mix (3000U)
9K-001-0032 3000U
EUR 1088.87

Taq DNA Polymerase with dNTP Mix (1000U)
9K-001-0034 1000U
EUR 518.84

dNTP Mix, 40mM (A ready to use mix of dA
MBT187-0.2ML 1 unit
EUR 14.52
Description: dNTP Mix, 40mM (A ready to use mix of dA

dNTP Mix, 40mM (A ready to use mix of dA
MBT187-1ML 1 unit
EUR 43.21
Description: dNTP Mix, 40mM (A ready to use mix of dA

Fast-Pfu with 10mM dNTP Mix (250U)
9K-001-0022 250U
EUR 482.82
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